A SYNTHESIS OF PILOCARPINE

被引：32

作者：

HORNE, DA ^{[1
]}

FUGMANN, B ^{[1
]}

YAKUSHIJIN, K ^{[1
]}

BUCHI, G ^{[1
]}

机构：

[1] MIT,DEPT CHEM,CAMBRIDGE,MA 02139

来源：

JOURNAL OF ORGANIC CHEMISTRY | 1993年 / 58卷 / 01期

关键词：

D O I：

10.1021/jo00053a016

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Pilocarpine (1) was synthesized in seven steps starting from 2-acetylbutyrolactone. Chirality was introduced by asymmetric reduction of enone 4 and transferred via a Claisen rearrangement. A mild procedure for the preparation of 1,5-disubstituted imidazoles in the last synthetic operation led to pilocarpine unaccompanied by isopilocarpine.

引用

页码：62 / 64

页数：3

共 28 条

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BATTERSBY AR, 1953, ALKALOIDS-CHEM BIOL, V3, P201

[2] HIGHLY EFFICIENT ASYMMETRIC REDUCTION OF ALPHA-TERTIARY ALKYL KETONES WITH DIISOPINOCAMPHEYLCHLOROBORANE [J].