Enantiomerically pure alpha-fluoroalkyl-alpha-amino acids: Synthesis of (R)-alpha-difluoromethyl-alanine and (S)-alpha-difluoromethyl-serine

被引：36

作者：

Bravo, P

Capelli, S

Meille, SV

Seresini, P

Volonterio, A

Zanda, M

机构：

[1] C.N.R. - Ctro. di Stud. per le S., Dipto. Chim. del Politec. di Milano, I-20131 Milano

来源：

TETRAHEDRON-ASYMMETRY | 1996年 / 7卷 / 08期

关键词：

D O I：

10.1016/0957-4166(96)00287-X

中图分类号：

O61 [无机化学];

学科分类号：

070301 ; 081704 ;

摘要：

Hydrocyanation of enantiomerically pure N-Cbz alpha-fluoroalkyl beta-sulfinylenamines 1 occurs smoothly by treatment with KCN or by addition of trimethylsilylcyanide or diethyl phosphorocyanidate to preformed sodium derivatives of 1. The diastereoisomeric difluoro alpha-aminonitriles 2b have been transformed in the unnatural amino acids (R)-alpha-difluoromethyl-alanine and (S)-alpha-difluoromethyl-serine. Copyright (C) 1996 Elsevier Science Ltd

引用

页码：2321 / 2332

页数：12