A concise total synthesis of (±)-vigulariol

被引：60

作者：

Clark, J. Stephen

Hayes, Stewart T.

Wilson, Claire

Gobbi, Luca

机构：

[1] Univ Glasgow, Dept Chem, WestCHEM, Glasgow G12 8QQ, Lanark, Scotland

[2] Univ Nottingham, Sch Chem, Nottingham NG7 2RD, England

[3] F Hoffmann La Roche & Co Ltd, Discovery Chem, PRBDCM, Div Pharmaceut, CH-4070 Basel, Switzerland

来源：

ANGEWANDTE CHEMIE-INTERNATIONAL EDITION | 2007年 / 46卷 / 03期

基金：

英国工程与自然科学研究理事会;

关键词：

natural products; polycycles; rearrangement; total synthesis; ylides;

D O I：

10.1002/anie.200603880

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

(Chemical Equation Presented) From the deep: Vigulariol has been efficiently synthesized in 20 steps and 4.0% overall yield from commercially available starting materials. Key to the synthesis was the use of copper(II) hexafluoroacetylacetate [Cu(hfacac)2] to form the oxabicyclo[6.2.1]undecene system (see scheme; TBS = tert-butyldimethylsilyl). The strategy should provide access to other members of the cladiellin family. © 2007 Wiley-VCH Verlag GmbH & Co. KGaA.

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页码：437 / 440

页数：4

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