Tetrahedron

Dication C (R 1)–N (R 2) 2 Synthons and their use in the Synthesis of Formamidines, Amidines, and α-Aminonitriles

L Cai, Y Han, S Ren, L Huang

Index: Cai, Lisheng; Han, Ying; Ren, Sumei; Huang, Liangfu Tetrahedron, 2000 , vol. 56, # 42 p. 8253 - 8262

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Citation Number: 29

Abstract

A combination of amides and 2-pyridinesulfonyl chloride was evaluated as synthons of the dication C (R1)–N (R2) 22+. When the substrates were primary amines, high yields of formamidines and amidines were obtained. When the substrates were α-aminoamides, α- aminonitriles were obtained. Through this process, naturally occurring α-aminoacids can be transformed into chiral α-aminonitriles with complete retention of stereochemical ...