Publications

If you are interested in reading our publications but do not have subscriber journal access, feel free to email diego.diaz[at]mail.utoronto.ca for a pdf copy. 

143. Liew, S. K.; Holownia, A.; Diaz, D. B.; Cistrone, P. A.; Dawson, P. E.; Yudin, A. K. “Borylated oximes: Versatile building blocks for organic synthesis.” Chem. Comm. 2017, Accepted. 10.1039/C7CC06579E

142. Mazzeo, G.; Longhi, G.; Corless, V. B.; Zajdlik, A.; Yudin, A. K.; Abbate, S. “Vibrational circular dichroism unveils chiroptical, electrical and magnetic properties of borylated isocyanides and aldehydes.” Chem. Eur. J. 2017, 10.1002/ejoc.201701044.

141. Mendoza-Sanchez, R.; Corless, V. B.; Nguyen, Q. N. N.; Bergeron-Brlek, M.; Frost, J.; Adachi, S.; Tantillo, D. J.; Yudin, A. K. “Cyclols revisited: Facile synthesis of medium-sized cyclic peptides.” Chem. Eur. J. 2017, 10.1002/chem.201703616.

140. Diaz, D. B.; Yudin, A. K. “The versatility of boron in biological target engagement.” Nature Chemistry 2017, 9, 731-742. 10.1038/nchem.2814.

139. Chung, B. K. W.; White, C. J.; Yudin, A. K. “Solid-phase synthesis, cyclization, and site-specific functionalization of aziridine-containing tetrapeptides.” Nature Protocols 2017, 12, 1277-1287. 10.1038/nprot.2017.035

138. Kaldas, S. J.; O’Keefe, K. T. V.; Mendoza-Sanchez, R.; Yudin, A. K. “Amphoteric borylketenimines: Versatile intermediates in the synthesis of borylated heterocycles.” Chem. Eur. J. 2017, 10.1002/chem.201702008 (Accepted)

137. Shao, W.; Kaldas, S. J.; Yudin, A. K. “3-Cyanoallyl boronates are versatile building blocks in the synthesis of polysubstituted thiophenes.” Chem. Sci. 2017, 8, 4431-4436. 10.1039/C7SC00831G

136. Belding, L.; Zaretsky, S.; Yudin, A. K.; Dudding, T. “A mechanistic model for the aziridine aldehyde-driven macrocyclization of peptides.” J. Org. Chem. 2017, Just Accepted. 10.1021/acs.joc.6b02899

135. Lee, C. F.; Holownia, A.; Bennett, J. M.; Elkins, J. M.; St. Denis, J. D.; Adachi, S.; Yudin, A. K. “Oxalyl boronates enable modular synthesis of bioactive imidazoles.” Angew. Chem. Int. Ed. 2017, 56, 6264-6267. 10.1002/anie.201611006

134. Garrett, G. E.; Diaz, D. B.; Yudin, A. K., Taylor, M. S. “Reversible covalent interactions of β-aminoboronic acids with carbohydrate derivatives.” Chem. Commun. 2017, 53, 1809-1812. 10.1039/C6CC09640A

133. St. Denis, J. D.; Liew, S. K.; Scully, C. C. G.; Yudin, A. K. “Activation of alkynylzinc reagents by a hemiaminal-driven catatlytic microenvironment.” Eur. J. Org. Chem.  2016, 2017, 419-423. 10.1002/ejoc.201601554

132. Liew, S. K.; Kaldas, S. J.; Yudin, A. K. “A linchpin synthesis of 6-hydroxyceramides from aziridine aldehydes.” Org. Lett. 2016, 18, 6268-6271. 10.1021/acs.orglett.6b03067

131. Frost, J. R.; Scully, C. C. G.; Yudin, A. K. “Oxadiazole grafts in peptide macrocycles.” Nature Chemistry 2016, 8, 1105-1111. 10.1038/nchem.2636

130. Scully, C. C. G.; White, C. J.; Yudin, A. K. “The effect of backbone flexibility on site-selective modification of macrocycles.” Org. Biolmol. Chem. 2016, 14, 10230-10237. 10.1039/C6OB01778A

129. Diaz, D. B.; Scully, C. C. G.; Liew, S. K.; Adachi, S.; Trinchera, P.; St. Denis, J. D.; Yudin, A. K. “Synthesis of aminoboronic acid derivatives from amines and amphoteric boryl carbonyl compounds.” Angew. Chem. Int. Ed. 2016, 55, 12659-12663. 10.1002/ANIE.201605754

128. Liew, S. K.; Holownia, A.; Tilley, A. J.; Carrera, E. I.; Seferos, D. S.; Yudin, A. K. “A study of boratriazaroles: an underdeveloped class of heterocycles.” J. Org. Chem. 2016, 81, 10444-10453. 10.1021/acs.joc.6b01565

127. Chung, B. K. W.; White, C. J.; Scully, C. C. G.; Yudin, A. K. “The reactivity and conformational control of cyclic tetrapeptides derived from azirdine-containing amino acids.” Chem. Sci. 2016, 7, 6662-6668. 10.1039/C6SC01687A

126. Hickey, J. L.; Zaretsky, S.; St. Denis, M. A.; Chakka, S. K.; Morshed, M. M.; Scully, C. C. G.; Roughton, A. L.; Yudin A. K. “Passive membrane permeability of macrocycles can be controlled by excyclic amide bonds.” J. Med. Chem. 2016, 59, 5368-5376. 10.1021/acs.jmedchem.6b00222

125. Low, K. E.; Ler, S.; Chen, K. J.; Campbell, R. L.; Hickey, J. L.; Tan, J.; Scully, C. C. G.; Davies, P. L.; Zaretsky, S.; Yudin, A. K. “Rational design of calpain inhibitors based on calpastatin peptidomimetics.” J. Med. Chem. 2016, 59, 5403-5415.  10.1021/acs.jmedchem.6b00267

125. Heine, N. B.; Kaldas, S. J.; Belding, L.; Shmatova, O.; Dudding, T.; Nenajdenko, V. G.; Studer, A.; Yudin, A. K. “Synthesis of Chiral Piperazinones using Amphoteric Azridine Aldehyde Dimers and Functionalized Isocyanides.” J. Org. Chem. 2016, 81, 5209-5216. 10.1021/acs.joc.6b00471

124. Yudin, A. K. “Nature’s Enzymes Tricked with Xenobiotic Oxidants,” ACS Cent. Sci. 2015, 1, 62-63. 10.1021/acscentsci.5b00140

123. St. Denis, J. D.; Lee, C. F.; Yudin, A. K. “Access to Cyclic Amino Boronates via Rhodium-Catalyzed Functionalization of Alkyl MIDA Boronates.” Org. Lett. 2015, 17, 5764-5767. 10.1021/acs.orglett.5b02861

122. Zaretsky, S.; Rai, V.; Gish, G.; Forbes, M. W.; Kofler, M.; Yu, J. C. Y.; Tan, J.; Hickey, J. L.; Pawson, T.; Yudin, A. K. ” Twisted amide electrophiles enable cyclic peptide sequencing.” Org. Biomol. Chem. 2015, 13, 7384-7388. 10.1039/C5OB01050K

121. Adachi, S.; Liew, S. K.; Lee, C. F.; Lough, A.; He, Z.; St. Denis, J. D.; Poda, G. Yudin, A. K. “Condensation-Driven Assembly of Boron-Containing Bis(Heteroaryl) Motifs Using a Linchpin Approach.” Org. Lett. 2015, 17, 5594-5597. 10.1021/acs.orglett.5b02741

120. Zaretsky, S.; Hickey, J. L.; Tan, J.; Pichugin, D.; St. Denis, M. A.; Ler, S.; Chung, B. K. W.; Scully, C. C. G.; Yudin, A. K. “Mechanistic investigation of aziridine aldehyde-driven peptide macrocyclization: the imidoanhydride pathway.” Chem. Sci. 2015, 6, 5446-5455. 10.1039/C5SC01958C

119. St. Denis, J. D.; He, Z.; Yudin, A. K. “Amphoteric α-Boryl Aldehyde Linchpins in the Synthesis of Heterocycles.” ACS Catal., 2015, 5, 5373-5379. 10.1021/acscatal.5b00790

118. (Featured Cover Art) Chung, B. K. W.; Yudin, A. K. “Disulfide-bridged peptide macrobicycles from nature.” Org. Biomol. Chem. 2015, 13, 8768-8779. 10.1039/C5OB01115A

117. (Featured Cover Art) Trinchera, P.; Corless, V. B.; Yudin, A. K. “Synthesis of Previously Inaccessible Borylated Heterocycle Motifs Using Novel Boron-Containing Amphoteric Molecules.” Angew. Chem. 2015, 54, 9038-9041. 10.1002/anie.201504271

116. Adachi, S.; Cognetta 3rd, A. B.; Niphakis, M. J.; He, Z.; Zajdlik, A.; St Denis, J. D.; Scully, C. C. G.; Cravatt, B. F.; Yudin, A. K. “Facile synthesis of borofragments and their evaluation in activity-based protein profiling.” Chem. Commun. 2015, 51, 3608-3611. 10.1039/C4CC09107H

115. Yudin, A.K. “Macrocycles: lessons from the distant past, recent developments, and future directions.” Chem. Sci. 2015, 6, 30-49. 10.1039/C4SC03089C

114. St Denis, J. D.; Zajdlik, A.; Tan, J.; Trinchera, P.; Lee, C. F.; He, Z.; Adachi, S.; Yudin, A. K. “Boron-Containing Enamine and Enamide Linchpins in the Synthesis of Nitrogen Heterocycles.” J. Am. Chem. Soc. 2014, 136, 17669-17673. 10.1021/ja510963k

113. Zaretsky, S.; Adachi, S.; Rotstein, B. H.; Hickey, J. L.; Scully, C. C. G.; St. Denis, J. D.; Courtemanche, R.; Yu, J. C. Y.; Chung, B. K. W.; Yudin, A. K. “Stereocontrolled Disruption of the Ugi Reaction toward the Production of Chiral Piperazinones: Substrate Scope and Process Development.” J. Org. Chem. 2014, 79, 9948-995710.1021/jo5018316

112. Belding, L.; Zaretsky, S.; Rotstein, B. R.; Yudin, A. K.; Dudding, T. “Shifting the Energy Landscape of Multicomponent Reactions Using Aziridine Aldehyde Dimers: A Mechanistic Study.” J. Org. Chem. 2014, 79, 9465–947110.1021/jo501242r

111. Treder, A. P.; Tremblay, M.-C.; Yudin, A. K.; Marsault, E. “Solid-Phase Synthesis of Piperazinones via Disrupted Ugi Condensation,”Org. Lett. 2014, 16, 4674. 10.1021/ol5023118

110. Zaretsky, S.; Hickey, J. L.; St Denis, M. A.; Scully, C. C. G.; Roughton, A. L.; Tantillo, D. J.; Lodewyk, M. W.; Yudin, A. K. “Predicting cyclic peptide chemical shifts using quantum mechanical calculations,” Tetrahedron 2014, 70, 7655. 10.1016/j.tet.2014.07.070

109. Rotstein, B. H.; Zaretsky, S.; Rai, V.; Yudin, A. K. “Small Heterocycles in Multicomponent Reactions.” Chem. Rev. 2014, 114, 8323. dx.doi.org/10.1021/cr400615v

108. St Denis, J. D.; Scully, C. C. G.; Lee, C. F.; Yudin, A. K. “Development of the Direct Suzuki−Miyaura Cross-Coupling of Primary B‐Alkyl MIDA-boronates and Aryl Bromides,” Org. Lett. 2014, 16, 1338. 10.1021/ol500057a

107. He, Z., Zajdlik, A., Yudin, A. K. “α-Borylcarbonyl Compounds: from Transient Intermediates to Robust Building Blocks,” Dalton Trans., 2014, accepted manuscript10.1039/C4DT00817K

106. White, C. J.; Hickey, J. L.; Scully, C. C. G.; Yudin, A. K. “Site-Specific Integration of Amino Acid Fragments into Cyclic Peptides,” J. Am. Chem. Soc. 2014, 136, 3728-373110.1021/ja412256f

105. He, Z.; Zajdlik, A.; Yudin, A. K. “Air- and Moisture-Stable Amphoteric Molecules: Enabling Reagents in Synthesis,” Acc. Chem. Res. 2014, 47, 1029-1040. 10.1021/ar400210c

104. Zajdlik, A.; He, Z.; St. Denis, J. D.; Yudin, A. K. “Efficient Preparation of α-Aminoboronic Acid Derivatives via Boroalkyl Group Migration,” Synthesis 2014, 46, 0445-0454. 10.1055/s-0033-1340502

103. Chen, G.; He, Z.; Yudin, A. K. “Synthesis of Functionalized 1-Azabicyclo[3.1.0]hexanes: Studies towards Ficellomycin and Its Analogs,” Heterocycles 2013, 88, 1299-1310. 10.3987/COM-13-S(S)100

102. Zaretsky, S; Scully, C. C. G.; Yudin, A. K. “Exocyclic control of turn induction in macrocyclic peptide scaffolds,” Chem. Eur. J. 2013, 19, 17668-17672. 10.1002/chem.201303453

101. (Featured Cover Art) Liew, S. K.; He, Z.; St. Denis, J. D.; Yudin, A. K. “Stereocontrolled Synthesis of 1,2- and 1,3-Diamine Building Blocks from Aziridine Aldehyde Dimers,” J. Org. Chem. 201378, 11637-11645. 10.1021/jo401489q

100. Zajdlik, A.; Wang, Z.; Hickey, J. L.; Aman, A.; Schimmer, A. D.; Yudin, A. K. “α-boryl isocyanides enable facile preparation of bioactive boropeptides,” Angew. Chem. Int. Ed.2013, 52, 8411-8415. 10.1002/ange.201302818

99. Chung, B. K. W.; Hickey, J. L.; Scully, C. C. G.; Zaretsky, S.; Yudin, A. K. “Bicycle synthesis through peptide macrocyclization using aziridine aldehydes followed by late stage disulfide bond installation,” Med. Chem. Commun. 2013, 4, 1124-1128. 10.1039/C3MD00054K

98. Dubovyk, I.; Watson, I. D. G.; Yudin, A. K. “Achieving control over the branched/linear selectivity in palladium-catalyzed allylic amination,” J. Org. Chem. 2013, 78, 1559-1575. 10.1021/jo3025253

97. He, Z.; Dobrovolsky, D.; Trinchera, P.; Yudin, A. K. “Synthesis of multisubstituted pyridines,” Org. Lett. 2013, 15, 334-337. 10.1021/ol303246b

96. Scully, C. C. G.; Rai, V.; Poda, G.; Zaretsky, S.; Burns, D. C.; Houliston, R. S.; Lou, T.; Yudin, A. K. “Bending rigid molecular rods: Formation of oligoproline macrocycles,” Chem. Eur. J. 2012, 18, 15612-15617. 10.1002/chem.201203266

95. He, Z.; Trinchera, P.; Adachi, S.; St. Denis, J. D.; Yudin, A. K.”Oxidative geminal functionalization of organoboron compounds,” Angew. Chem. Int. Ed. 2012, 51, 11092-11096. 10.1002/anie.201206501

94. St. Denis, J.D.; He, Z.; Yudin, A. K. “Chemoselective palladium-catalyzed α-allylation of α-boryl aldehydes,” Org. Biomol. Chem. 2012, 10, 7900-7902. 10.1039/C2OB26503F

93. Roxin, A.; Chen, J.; Scully, C. C. G.; Rotstein, B. H.; Yudin, A. K.; Zheng, G. “Conformational modulation of in vitro activity of cyclic RGD peptides via aziridine aldehyde-driven macrocyclization chemistry,” Bioconjugate Chem. 201223, 1387-1395. 10.1021/bc300239a

92. Rotstein, B. H.; Yudin, A. K. “Thioester-isocyanides: Versatile reagents for the synthesis of cycle-tail peptides,” Synthesis 201244, 2851-2858. 10.1039/C2CC16027G

91. Assem, N.; Hili, R.; He, Z.; Kasahara, T.; Inman, B. L.; Decker, S.; Yudin, A. K. “Role of reversible dimerization in reactions of amphoteric aziridine aldehydes,” J. Org. Chem. 2012,77, 5613-5623. 10.1021/jo3007418

90. He, Z.; Zajdlik, A.; St. Denis, J. D.; Assem, N.; Yudin A. K. “Boroalkyl group migration provides a versatile entry into α-aminoboronic acid derivatives,” J. Am. Chem. Soc. 2012,134, 9926-9929. 10.1021/ja304173d

89. White C. J.; Yudin, A. K. “A versatile scaffold for site-specific modification of cyclic tetrapeptides,” Org. Lett. 201214, 2898-2901. 10.1021/ol301178r

88. Yudin, A.K. “Synthesis of heterocycles using amphoteric molecules,” Chem. Heterocycl. Compd. 201248, 191-199. 10.1007/s10593-012-0982-6

87. Rotstein, B. H.; Winternheimer, D. J.; Yin, L. M.; Deber, C. M.; Yudin, A. K. “Thioester-isocyanides: Versatile reagents for the synthesis of cycle-tail peptides,” Chem. Commun.201248, 3775-3777. 10.1039/C2CC16027G

86. Rotstein, B. H.; Mourtada, R.; Kelley, S. O.; Yudin, A. K. “Solvatochromic Reagents for Multicomponent Reactions and their Utility in the Development of Cell-Permeable Macrocyclic Peptide Vectors,” Chem. Eur. J. 201117, 12257-12261. 10.1002/chem.201102096

85. Cheung, L. L. W.;  He, Z.; Decker,  S. M.; Yudin A. K. “Skeletal Fusion of Small Heterocycles with Amphoteric Molecules,” Angew. Chem. Int. Ed. 201150, 11798-11802. 10.1002/anie.201106024

84. He, Z.; Yudin A. K. “Amphoteric α-Boryl Aldehydes,” J. Am. Chem. Soc. 2011133, 13770–13773. 10.1021/ja205910d

83. White, C. J.; Yudin A. K. “Contemporary Strategies for Peptide Macrocyclization,” Nature Chemistry 20113, 509-524. 10.1038/nchem.1062

82. Dubovyk, I.; Pichugin, D.; Yudin A. K. “Palladium-Catalyzed Ring-Contraction and Ring-Expansion Reactions of Cyclic Allyl Amines,” Angew. Chem. Int. Ed. 201150, 5924-5926. 10.1002/anie.201100612

81. Siebert, M. R., Yudin, A. K., Tantillo, D. J.  “The effect of strain on the Rh I-catalyzed rearrangement of allylamines,” Eur. J. Org. Chem. 20113, 553-561. 10.1002/ejoc.201001132

80. Watson, I. D. G.; Afagh, N.; Yudin, A. K.; Troendlin, L.; Pfaltz, A. “Cyclohexene imine (7-Aza-bicyclo[4.1.0] heptane),” Org. Synth. 201087, 161-169. 10.15227/orgsyn.087.0161

79. Jebrail, M. J.; Ng, A. H. C.; Rai, V.; Yudin, A. K. Wheeler, A. R. “Synchronized Synthesis of Peptide-Based Macrocycles by Digital Microfluidics,” Angew. Chem. Int. Ed. 201049, 8625-8629. 10.1002/anie.201001604

78. Rotstein, B. H.; Rai, V.; Hili, R.; Yudin, A. K. “Synthesis of peptide macrocycles using unprotected amino aldehydes,” Nature Protocols 20105, 1813-1822. doi:10.1038/nprot.2010.127

77. Assem, N.; Natarajan, A.; Yudin, A. K. “Chemoselective Peptidomimetic Ligation using Thioacid Peptides and Aziridine Templates,” J. Am. Chem. Soc. 2010132, 10986-10987. 10.1021/ja104488d

76. Hili, R.; Rai, V.; Yudin, A. K. “Macrocyclization of Linear Peptides Enabled by Amphoteric Molecules,” J. Am. Chem. Soc. 2010132, 2889-2891. 10.1021/ja910544p

75. Cheung, L.; Yudin, A. K. “Synthesis of Highly Substituted Cyclobutane Fused-Ring Systems from N-Vinyl beta-Lactams through a One-Pot Domino Process,” Chem. Eur. J. 2010,16, 4100-4109. 10.1002/chem.200902748

74. He, Z.; Yudin, A. K. “A Versatile Synthetic Platform Based on Strained Propargyl Amines,” Angew. Chem. Int. Ed. 201049, 1607-1610. 10.1002/anie.200906066

73. Afagh, N. A.; Yudin, A. K. “Chemoselectivity and the Curious Reactivity Preferences of Functional Groups,” Angew. Chem. Int. Ed. 201049, 262-310. 10.1002/anie.200901317 [One of their top downloaded papers]

72. Baktharaman, S.; Afagh, N. A.; Vandersteen, A. “Unprotected Vinyl Aziridines: Facile Synthesis and Cascade Transformations,” Org. Lett. 201012, 240-243. 10.1021/ol902550q

71. Hili, R.; Yudin, A. K. “Amphoteric Amino Aldehydes Reroute the aza-Michael Reaction,” J. Am. Chem. Soc. 2009131, 16404-16406. 10.1021/ja9072194

70. Cheung, L.; Yudin, A. K. “Synthesis of aminocyclobutanes through ring expansion of N-vinyl-beta-lactams,” Org. Lett. 200911, 1281. 10.1021/ol900118d

69. Simms, R.; Dubinsky, S.; Yudin, A. K.; Kumacheva, E. “A method for fabricating microfluidic electrochemical reactors,” Lab. Chip. 20099, 2395-2397. 10.1039/B904962B

68. van Oosten, E. M.; Wilson, A. A.; Stephenson, K. A.; Mamo, D. C.; Pollock, B. G.; Mulsant, B. H.;  Yudin, A. K.; Houle, S.; Vasdev, N. “An improved radiosynthesis of the muscarinic M2 radiopharmaceutical, [18F] FP-TZTP,” Applied Radiation and Isotopes200967, 611. 10.1016/j.apradiso.2008.12.015

67. Vasdev, N.; van Oosten, E. M.; Stephenson, K. A.; Zadikian, N.; Yudin, A. K.; Lough, A. J.; Houle, S.; Wilson, A. A. “[18F] Fluoroamines via ring-opening of N-Cbz-2-methylaziridine with [18F]-fluoride,” Tetrahedron Lett. 200950, 544-547. 10.1016/j.tetlet.2008.11.074

66. Zimmer-De Iuliis, M.; Watson, I. D. G., Yudin, A. K., Morris, R. H. “A DFT investigation into the origin of regioselectivity in palladium-catalyzed allylic amination,” Can. J. Chem. 200987, 54-62. 10.1139/v08-078

65. Baktharaman, S.; Hili, R.; Yudin, A. K. “Aminocarbonyl compounds in organic synthesis,” Aldrichim. Acta  200841, 109-118. Link

64. (Journal Covert ArtHili, R.; Baktharaman, S.; Yudin, A. K. “Synthesis of chiral amines using a-amino aldehydes,” Eur. J. Org. Chem. 2008, 5201-5213. 10.1002/ejoc.200800604

63. Rasmusson, T.; Martyn, L. J. P.; Chen, G.; Lough, A.; Oh, M.; Yudin, A. K. “Aromatic Fluorine: a Versatile Control Element for the Construction of Molecules with Helical Chirality,”Angew. Chem. Int. Ed. 2008, 47, 7009-7012. 10.1002/anie.200801991

62. Hili, R.; Yudin, A. K. “Amphoteric Amino Aldehydes Enable Rapid Assembly of Unprotected Amino Alcohols,” Angew. Chem. Int. Ed. 200847, 4188-419110.1002/anie.200705776

61. Siebert, M. R.; Yudin, A. K.; Tantillo, D. J. “Cycloaddition/ring opening reaction sequences of N-alkenyl aziridines: Influence of the aziridine nitrogen on stereoselectivity,” Org. Lett. 200810, 57-60. 10.1021/ol702623d

60. Li, X.; Yudin, A. K. “Epimerization- and protecting group-free synthesis of peptidomimetic conjugates from amphoteric amino aldehydes” J. Am. Chem. Soc. 2007129, 14152-14153. 10.1021/ja076155p

59. Tsang, D. S.; Yang, S.; Alphonse, F.  –A.; Yudin, A. K. “Stereoselective Isomerization of N-Allyl Aziridines into Geometrically Stable Z Enamines Using Rhodium Hydride Catalysis”Chem. Eur. J. 200814, 886-894. 10.1002/chem.200701322

58. Dubovyk, I.; Watson, I. D. G.; Yudin, A. K. “Chasing the proton culprit from palladium-catalyzed allylic amination,” J. Am. Chem. Soc2007129, 14172-14173. 10.1021/ja076659n

57. Yang, X.; Yudin, A. K. “Facile generation and synthetic utility of nitrogen-centered aziridinyl radicals,” Synlett 200718, 2912-2912. 10.1055/s-2007-990960

56. Yekta, S.; Cheung, L.; Yudin, A. K. “Polyfluorinated phosphine ligands in the room temperature Suzuki cross-coupling reactions,” Tetrahedron Lett. 200748, 8048-8051. 10.1016/j.tetlet.2007.09.016

55. Blyumin, E. V.; Gallon, H.; Yudin, A. K. “Construction of three contiguous stereocenters from aziridines in one step,” Org. Lett. 2007, 9, 4677-4680. 10.1021/ol7015302

54. Hili, R.; Yudin, A. K. “Overcoming the demons of protecting groups with amphoteric molecules,” Chem. Eur. J. 200713, 6538-6542. 10.1002/chem.200700710 [PDF]

53. Yu, L.; Kokai, A.; Yudin, A. K. “Preparation and reactivity of versatile a-amino ketones,” J. Org. Chem. 200772, 1737-1742. 10.1021/jo062401o

52. Hili, R. and Yudin, A. K. “Readily available unprotected amino aldehydes,” J. Am. Chem. Soc. 2006128, 14772-14773. 10.1021/ja065898s

51. He, Z. and Yudin, A. K. “Palladium-Catalyzed Oxidative Activation of Cyclopropanes,” Org. Lett. 20068, 5829-5832. 10.1021/ol062476e

50. Alphonse, F. -A. and Yudin, A. K. “Rhodium-catalyzed stereoselective formation of Z– enamines from allyl aziridines,” J. Am. Chem. Soc. 2006128, 11754-11755. 10.1021/ja0632557

49. Chen, G.; Sasaki, M.; Li, X.; Yudin, A. K. “Strained enamines as versatile intermediates for stereocontrolled construction of nitrogen heterocycles,” J. Org. Chem. 200671, 6067-6073. 10.1021/jo0607921

48. Hili, R. and Yudin, A. K. “Making carbon-nitrogen bonds in biological and chemical synthesis,” Nature Chem. Biol. 20062, 284-287. 10.1038/nchembio0606-284

47. Krasnova, L. B.; Yudin, A. K. “Highly Regioselective transformation of alkenyl bromides into a-bromoaziridines and a-bromohydrazones,” Org. Lett. 20068, 2011-2014. 10.1021/ol060336z

46. Watson, I. D. G.; Yu, L.; and Yudin, A. K. “Advances in nitrogen transfer reactions using aziridines” Acc. Chem. Res. 200639, 194-206. 10.1021/ar050038m 8th most accessed article and one of top 20 most cited articles for 2006.

45. Chen, G.; Sasaki, M.; Yudin, A. K. “Facile preparation of allyl amines and pyrazoles by hydrazinolysis of 2-ketoaziridines,” Tetrahedron Lett. 200647, 255-259. 10.1016/j.tetlet.2005.11.039

44. Watson, I. D. G. and Yudin, A. K. “New insights into the mechanism of palladium-catalyzed allylic amination,” J. Am. Chem. Soc. 2005127, 17516-17529. 10.1021/ja055288c

43. Krasnova, L. B. and Yudin, A. K. “Novel nitrogen containing chelating ligands from aziridines — Preparation, coordination studies, and catalytic application in the cyclopropanation of styrene” Can. J. Chem. 200583, 1025-1032. 10.1139/v05-113

42. Dalili, S.; Yudin, A. K. “Transition Metal-catalyzed synthesis and reactivity of N-alkenyl aziridines,” Org. Lett. 20057, 1161-1164. 10.1021/ol050094n

41. Siu, T.; Picard, C.; Yudin, A. K. “Development of electrochemical processes for nitrene generation and transfer,” J. Org. Chem. 200570, 932-937. 10.1021/jo048591p

40. Krasnova, L. B.; Hili, R. M.; Chernoloz, O. V.; Yudin, A. K. “Phenyliodine(III) diacetate as a mild oxidant for aziridination of olefins and imination of sulfoxides with N-aminophthalimide,” Arkivoc 2005, 4, 26-38. 10.3998/ark.5550190.0006.404

39. Sasaki, M. and Yudin, A. K. “One-pot reduction-aldol reaction of esters,” Synlett2004, 2443-2444. 10.1055/s-2004-834808

38. Dalili, S.; Caiazzo, A.; Yudin, A. K. “Aziridine-derived iminophospine ligands in palladium-catalyzed allylic substitution,” J. Organomet. Chem. 2004689, 3604-3611. 10.1016/j.jorganchem.2004.07.066

37. Yekta, S.; Krasnova, L. B.; Mariampillai, B.; Picard, C. J.; Chen, G.; Pandiaraju, S.; Yudin, A. K. “Preparation and catalytic application of partially fluorinated binaphthol ligands,” J. Fluorine. Chem. 2004125, 517-525. 10.1016/j.jfluchem.2003.11.024

36. Watson, I. D. G.; Styler, S. A.; Yudin, A. K. “Unusual selectivity of unprotected aziridines in palladium-catalyzed allylic amination enables facile preparation of branched aziridines,” J. Am. Chem. Soc. 2004126, 5086-5087. 10.1021/ja049242f

35. Caiazzo, A.; Dalili, S.; Picard, C.; Sasaki, M.; Siu, T.; Yudin, A. K. “New methods for the synthesis of heterocyclic compounds,” Pure Appl. Chem. 2004, 105, 603-613. Link [PDF]

34. Krasnova, L. B.; Yudin, A. K. “Tolylsulfinyl amides as reagents for facile electrophilic functionalization of olefins,” J. Org. Chem. 2004105, 2584-2587. 10.1021/jo035518a

33. Sasaki, M; Yudin, A. K. “Oxidative cycloamination of olefins with aziridines as a versatile route to saturated nitrogen-containing heterocycles,” J. Am. Chem. Soc. 2003125, 14242-14243. 10.1021/ja037726q

32. Caiazzo, A.; Dalili, S.; Yudin, A. K. “Lewis acid-catalyzed dimerization of N-unprotected aziridines,” Synlett 200314, 2198-2202. 10.1055/s-2003-42062

31. Chen, Y.; Yekta, S.; Yudin, A. K. “Modified BINOL ligands in asymmetric catalysis,” Chem. Rev. 2003103, 3155 – 3212. 10.1021/cr020025b

30. Watson, I. D. G.; Yudin, A. K. “Selective functionalization of small organic molecules using electophilic nitrogen sources,” Current Opinion in Drug Discovery and Development 20025, 906-917. [NCBI Link]

29. Chen, Y. and Yudin, A. K. “Synthesis of 3-aminoaspartic acid derivatives from glycine precursors,” Tetrahedron Lett. 200344, 4865-4868. 10.1016/S0040-4039(03)01122-5

28. Watson, I. D. G.; Yudin, A. K. “Ring-opening reactions of nonactivated aziridines catalyzed by tris(pentafluorophenyl)borane,” J. Org. Chem. 200368, 5160-5167. 10.1021/jo0343578

27. Sasaki, M.; Dalili, S. “N-Arylation of aziridines,” J. Org. Chem. 200368, 2045-2047. 10.1021/jo020696+

26. Caiazzo, A.; Lough, A.; Yudin, A. K. “[(R,R)-1-(N-Benzylideneamino)-2-(diphenylphosphino)cyclohexane-k 2 N,P]dichloro(triphenylphosphine-k P)ruthenium(II),” Acta Cryst. 2003E59, m399-m401. [Link]

25. Caiazzo, A.; Dalili, S.; Yudin, A. K. “Design and development of cyclohexane-based P,N-ligands for asymmetric catalysis,” Org. Lett. 20024, 2597-2600. 10.1021/ol026249y

24. Siu, T. and Yudin, A. K. “Electrochemical imination of sulfoxides using N-aminophthalimide,” Org. Lett. 20024, 1839-1842. 10.1021/ol0257530 [PDF]

23. Siu, T. and Yudin, A. K. “Practical electrochemical olefin aziridination with a broad substrate scope,” J. Am. Chem. Soc. 2002124, 530-531. 10.1021/ja0172215

22. Pandiaraju, S.; Lough, A.; Yudin, A. K. “Toward new coordination environments and molecular architectures using F8BINOL, an electron-poor isostere of BINOL,” Isr. J. Chem.200241, 309-312. 10.1560/CCXM-N5GL-DCN0-T01V

21. Siu, T.; Li, W.; Yudin, A. K. “ Parallel electrosynthesis of 1,2-diamines,” J. Comb. Chem. 2001 554-558. 10.1021/cc0100159

20. Pandiaraju, S.; Chen, G.; Lough, A.; Yudin, A. K. “Generation of highly enantioselective catalysts from the pseudoenatiomeric assembly of BINOL, F8BINOL, and Ti(OiPr)4,” J. Am. Chem. Soc. 2001123, 3850-3851. 10.1021/ja0039942

19. Yudin, A. K.; Adolfsson, H.; Chiang, J. P.; Christophe Copéret, C. “Olefin epoxidation with bis(trimethylsilyl) peroxide catalyzed by inorganic oxorhenium derivatives. Controlled release of hydrogen peroxide,” J. Org. Chem. 200166, 4713-4718. 10.1021/jo010369m

18. Yudin, A. K.; Siu, T. “Combinatorial electrochemistry,” Curr. Opin. Chem. Biol. 20015, 269-272. [Link PDF]

17. Adolfsson, H.; Copéret, C.; Chiang, J. P.; Yudin, A. K. “Efficient epoxidation of alkenes with aqueous hydrogen peroxide catalyzed by methyltrioxorhenium and 3-cyanopyridine,”J. Org. Chem. 200065, 8651-8658. 10.1021/jo005623+

16. Siu, T.; Yekta, S.; Yudin, A. K. “New approach toward rapid generation and screening of diverse catalytic materials on electrode surfaces,” J. Am. Chem. Soc. 2000122, 11787-11790. 10.1021/ja002334u

15. Chen, Y; Yekta, S.; Martyn, L. J. P.; Zheng, J.; Yudin, A. K. “Regioselective substitution of fluorine in F8BINOL as a versatile route to new ligands with axial chirality,” Org. Lett.20002, 3433-3436. 10.1021/ol006428k

14. Siu, T.; Li, W.; Yudin, A. K. “Parallel electrosynthesis of a-alkoxycarbamates, a-alkoxyamides, and a-alkoxysulfonamides using the spatially addressable electrolysis platform (SAEP),” J. Comb. Chem. 20002, 545-549. 10.1021/cc000035v

13. Martyn, L. J. P.; Pandiaraju, S.; Yudin, A. K. “Catalytic applications of F8BINOL. Enantioselective oxidation of sulfides to sulfoxides,” J. Organomet. Chem. 2000603, 98-104. [Link]

12. Yudin, A. K.; Martyn, L. J. P.; Pandiaraju, S.; Zheng, J.; Lough, A. “F8BINOL, an electronically perturbed version of BINOL with remarkable configurational stability,” Org. Lett.20002, 41-44. 10.1021/ol991244v

11. Copéret, C.; Adolfsson, H.; Chiang, J. P.; Yudin, A. K.; Sharpless, K. B. “A simple and efficient method for the preparation of pyridine-N-oxides II,” J. Org. Chem. 199863, 1740-1741. 10.1021/jo9723467

10. Copéret, C.; Adolfsson, H.; Khuong, T.- A. V.; Yudin, A. K.; Sharpless, K. B. “A simple and efficient method for the preparation of pyridine-N-oxides,” Tetrahedron Lett. 199839, 761-764. 10.1016/S0040-4039(97)10619-0

9. Yudin, A. K.; Sharpless, K. B. “Bis(trimethylsilyl) peroxide extends the range of oxorhenium catalysts for olefin epoxidation,” J. Am. Chem. Soc. 1997119, 11536-11537. 10.1021/ja973043x

8. Prakash, G. K. S.; Yudin, A. K. “Perfluoroalkylation with organosilicon reagents,” Chem. Rev. 199797, 757-786. 10.1021/cr9408991

7. Petasis, N. A.; Yudin, A. K.; Zavialov, I. A.; Prakash, G. K. S.; Olah, G. A. “Facile preparation of fluorine-containing alkenes, amides, and alcohols via the electrophilic fluorination of alkenyl boronic Acids and trifluoroborates,” Synlett 1997, 606-608. 10.1055/s-1997-3228

6. Yudin, A. K.; Prakash, G. K. S.; Deffieux, D; Bradley, M.; Bau, R.; Olah, G. A. “Preparation of and fluoroalkylation with (chlorodifluoromethyl)trimethylsilane, difluorobis(trimethylsilyl)methane, and 1,1,2,2-tetrafluoro-1,2-bis(trimethylsilyl)-ethane,” J. Am. Chem. Soc. 1997119, 1572-1581. 10.1021/ja962990n

5. Olah, G. A.; Rasul, G.; Yudin, A. K.; Prakash, G. K. S. “Ab  initio/IGLO study of  sandwiched bishomoaromatic anti-Tricyclo[4.2.1.12,5]-deca-3,7-diene-9,10-diyl dication and the trishomoaromatic trishomocyclopropenium Ion,” Gazzetta Chimica Italiana 1996126, 1-5.

4. Olah, G. A.; Burrichter, A.; Rasul, G.; Yudin, A. K.; Prakash, G. K. S. “Preparation, NMR, and ab initio/IGLO study of trifluoromethyl-substituted carboxonium ions,” J. Org. Chem.199661, 1934-1939. 10.1021/jo9516493

3. Olah, G. A.; Rasul, G.; Yudin, A. K.; Burrichter, A.; Prakash, G. K. S.; Chistyakov, A. K. Stankevich, I. V.; Akhrem, I. S.; Gambaryan, N. P. “Trihalomethyl cations and their superelectrophilic activation,” J. Am. Chem. Soc. 1996118, 1446-1451. 10.1021/ja952408f

2. Prakash, G. K. S.; Yudin, A. K.; Deffieux, D; Olah, G. A. “Facile preparation of (trifluoromethyl)tributyltin. Transtrifluoromethylation of disilyl sulfides to the corresponding trifluoromethylsilanes,” Synlett 1996, 151-153. 10.1055/s-1996-5355

1. Prakash, G. K. S.; Deffieux, D; Yudin, A. K.; Olah, G. A. “Convenient and safe electrochemical preparation of (trifluoromethyl)trimethylsilane,” Synlett 199412, 1057-1058. 10.1055/s-1994-34986

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