A four-step synthesis of erythro-m-chloro-3-hydroxytyrosine ethyl ester enantiomerically pure.

被引:22
作者
Solladié-Cavallo, A [1 ]
Nsenda, T [1 ]
机构
[1] Univ Strasbourg 1, ECPM, CNR, Lab Stereochim Organomet, F-67008 Strasbourg, France
关键词
D O I
10.1016/S0040-4039(98)00172-5
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
Pure erythro-m-chloro-3-hydroxytyrosine having the (2R,3R)) configuration, a residue of Vancomycin and Aridicin A, has been prepared in 4 steps using an aldol addition involving a directly generated titanium enolate derived from a chiral iminoglycinate. (+)-Hydroxypinanone was used as a recoverable chiral auxiliary. The (2S,3S)-erythro isomer will be, of course, available from (-)-hydroxypinanone. (C) 1998 Elsevier Science Ltd. All rights reserved.
引用
收藏
页码:2191 / 2194
页数:4
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