Memory of Chirality of Tertiary Aromatic Amide: Application to the Asymmetric Synthesis of (S)-α-MethylDOPA

…, D Gori, C Kouklovsky, V Alezra

文献索引：Cam, Thuy Hoang; Bouillere, Francelin; Johannesen, Sine; Zulauf, Anais; Panel, Cecilia; Pouilhes, Annie; Gori, Didier; Alezra, Valerie; Kouklovsky, Cyrille Journal of Organic Chemistry, 2009 , vol. 74, # 11 p. 4177 - 4187

全文：HTML全文

被引用次数: 6

摘要

We describe an original asymmetric synthesis of (S)-α-methylDOPA proceeding by the concept of memory of chirality, the only source of chirality being the starting d-alanine. The initial chirality of the amino acid is temporarily transferred to a dynamic axial chirality of a tertiary aromatic amide. The (S)-α-methylDOPA hydrochloride is obtained after four steps with 98% ee.