SYNTHESIS OF TETRAHYDROLIPSTATIN

被引：60

作者：

CHADHA, NK ^{[1
]}

BATCHO, AD ^{[1
]}

TANG, PC ^{[1
]}

COURTNEY, LF ^{[1
]}

COOK, CM ^{[1
]}

WOVKULICH, PM ^{[1
]}

USKOKOVIC, MR ^{[1
]}

机构：

[1] HOFFMANN LA ROCHE INC,ROCHE RES CTR,NUTLEY,NJ 07110

来源：

JOURNAL OF ORGANIC CHEMISTRY | 1991年 / 56卷 / 15期

关键词：

D O I：

10.1021/jo00015a027

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

An asymmetric synthesis of tetrahydrolipstatin (4) is described. Application of our previously described in situ cyclopentadiene alkylation-asymmetric hydroboration protocol provided the key chiral alcohol 9. In the course of this work, the presence of a free hydroxyl group was found to exert a strong directing effect on the regioselectivity of a Baeyer-Villiger reaction (16 --> 17). Subsequent transformations of lactone 17 produced tetrahydrolipstatin (4).

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页码：4714 / 4718

页数：5

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