Tetrahedron Letters

A general synthesis of 3-amino-2-alkenenitriles by the cross-thorpe reaction

K Kobayashi, T Hiyama

Index: Kobayashi, Kazuhiro; Hiyama, Tamejiro Tetrahedron Letters, 1983 , vol. 24, # 33 p. 3509 - 3512

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Citation Number: 12

Abstract

Abstract Highly selective cross-Thorpe reaction is achieved between an α-lithiolakanenitriles and a protected cyanohydrin to give 4-alkoxy-4-amino-2-alkenentrile, which, in turn, is converted by deprotection and acetylation followed by hydrogenolysis to 3-amino-2- alkenenitrile, a formal cross-Thorpe product.