Biomimetic synthesis of (±)-aculeatin D

被引:49
作者
Baldwin, JE
Adlington, RM
Sham, VWW
Marquez, R
Bulger, PG
机构
[1] Scripps Res Inst, La Jolla, CA 92037 USA
[2] Univ Oxford, Chem Res Lab, Oxford OX1 3TA, England
[3] Univ Dundee, Sch Life Sci, Dundee DD1 4HN, Scotland
关键词
biomimetic synthesis; aculeatin D; oxidative cyclisation; hypervalent iodine reagents;
D O I
10.1016/j.tet.2005.01.021
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
A practical, efficient and diastereoselective synthesis of the cytotoxic and antiprotozoal compound aculeatin D (1) is described, employing a biomimetic oxidative cyclisation cascade reaction to generate the tricyclic system of the natural product. The synthesis proceeds in ten steps from commercially available 1-tetradecanol. (C) 2005 Elsevier Ltd. All rights reserved.
引用
收藏
页码:2353 / 2363
页数:11
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