ROUTES TO 4-SUBSTITUTED ANALOGS OF THE GLYCINE/NMDA ANTAGONIST HA-966 - ENANTIOSELECTIVE SYNTHESIS OF (3R,4R)-3-AMINO-1-HYDROXY-4-METHYL-2-PYRROLIDINONE (L-687,414)

被引：32

作者：

ROWLEY, M

LEESON, PD

WILLIAMS, BJ

MOORE, KW

BAKER, R

机构：

[1] Merck Sharp and Dohme Research Laboratories, Harlow, Essex CM20 2QR, Terlings Park, Eastwick Road

来源：

TETRAHEDRON | 1992年 / 48卷 / 17期

关键词：

D O I：

10.1016/S0040-4020(01)88493-3

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Glycine anion (4) and glycine cation (8) synthons are used in efficient syntheses of 4-substituted analogues of HA-966 (1). A stereospecific route to cis derivatives involves hydrogenation of examines such as 16. Introduction of a chiral auxiliary leads to an enantioselective synthesis of 2a (L-687,414).

引用

页码：3557 / 3570

页数：14

共 15 条

[11] OXIDATION OF ALCOHOLS BY ACTIVATED DIMETHYL-SULFOXIDE - PREPARATIVE, STERIC AND MECHANISTIC STUDY [J].