Straightforward synthesis of the strong ambergris odorant γ-bicyclohomofarnesal and its endo-isomer from R-(+)-sclareolide

被引：20

作者：

de la Torre, MC

García, I

Sierra, MA

机构：

[1] CSIC, Inst Quim Organ, Madrid 28006, Spain

[2] Univ Complutense, Fac Quim, Dept Quim Organ, Madrid 28040, Spain

来源：

TETRAHEDRON LETTERS | 2002年 / 43卷 / 36期

关键词：

D O I：

10.1016/S0040-4039(02)01392-8

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

gamma-Bicyclohomofarnesal 1 and its endo isomer 5 were prepared in 47 and 26% overall yields, respectively, from commercial R-(+)-sclareolide (7), in a three-step sequence. The synthetic procedure involves the preparation of Weinreb's amide 9, dehydration of tertiary alcohol to form compounds 10 and 11, chromatographic separation and reduction with LiAlH4. This approach is simple and can compete with the syntheses previously reported for the preparation of these important compounds, both in overall yields and in the number of synthetic steps. (C) 2002 Elsevier Science Ltd. All rights reserved.

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收藏

页码：6351 / 6353

页数：3

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