Synthesis and enzymatic cyclization of (3S)-14-fluoro-2,3-oxidosqualene

被引：20

作者：

Robustell, BJ

Abe, I

Prestwich, GD

机构：

[1] Univ Utah, Dept Med Chem, Salt Lake City, UT 84112 USA

[2] SUNY Stony Brook, Dept Chem, Stony Brook, NY 11794 USA

来源：

TETRAHEDRON LETTERS | 1998年 / 39卷 / 51期

关键词：

D O I：

10.1016/S0040-4039(98)02197-2

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

A convergent asymmetric synthesis led to (3S)-14-fluoro-2,3-oxidosqualene (14-FOS, 16), which was cyclized by bacterial squalene:hopane cyclase to a monocarbocyclic product with a bridged ether and a 2:3 mixture of bicyclic alcohols. 14-FOS was neither a substrate nor an inhibitor for vertebrate oxidosqualene:lanosterol cyclase. (C) 1998 Elsevier Science Ltd. All rights reserved.

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页码：9385 / 9388

页数：4

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