ASYMMETRIC-SYNTHESIS OF ALPHA-SUBSTITUTED 5-HYDROXY-TRYPTOPHAN DERIVATIVES

被引：13

作者：

CRICH, D ^{[1
]}

LIM, LBL ^{[1
]}

机构：

[1] UNIV BRUNEI DARUSSALAM,DEPT CHEM,GADONG 3186,BRUNEI

来源：

HETEROCYCLES | 1993年 / 36卷 / 06期

关键词：

D O I：

10.3987/COM-92-6313

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

5-hydroxytryptophan was converted to pyrroloindole (3), which on deprotonation with LDA and subsequent reaction with alkyl halides gave the C-2 alkylated derivatives (6-9) cleanly with retention of configuration. Reversion to the 5-hydroxytryptophan skeleton was then achieved by stirring in trifluoroacetic acid and deprotection by treatment with sodium in liquid ammonia followed by saponification.

引用

页码：1199 / 1204

页数：6

共 10 条

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