THE ASYMMETRIC-SYNTHESIS OF GAMMA-SUBSTITUTED GLUTAMIC-ACID DERIVATIVES VIA A GLUTAMIC-ACID GAMMA-ENOLATE SYNTHON

被引：15

作者：

DELBOSCO, M ^{[1
]}

JOHNSTONE, ANC ^{[1
]}

BAZZA, G ^{[1
]}

LOPATRIELLO, S ^{[1
]}

NORTH, M ^{[1
]}

机构：

[1] UNIV COLL N WALES,DEPT CHEM,BANGOR LL57 2UW,GWYNEDD,WALES

来源：

TETRAHEDRON | 1995年 / 51卷 / 31期

关键词：

D O I：

10.1016/0040-4020(95)00455-H

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Treatment of alpha-t-butyl gamma-methyl N-Z-glutamate with lithium hexamethyldisilazide gives the gamma-enolate regioselectively. Reaction of this enolate with electrophiles gives gamma-substituted glutamic acid derivatives including the conformationally constrained glutamate analogue trans-piperidine-2,4-dicarboxylic acid. No racemisation occurs during these reactions.

引用

页码：8545 / 8554

页数：10

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