A sequential two-component etherification/oxa-conjugate addition reaction: Asymmetric synthesis of (+)-leucascandrolide A macrolactone

被引:32
作者
Evans, P. Andrew [1 ]
Andrews, William J. [2 ]
机构
[1] Univ Liverpool, Dept Chem, Liverpool L69 7ZD, Merseyside, England
[2] Indiana Univ, Dept Chem, Bloomington, IN 47405 USA
关键词
antifungal agents; asymmetric synthesis; cytotoxicity; natural products; total synthesis;
D O I
10.1002/anie.200801357
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
A smooth operator: The asymmetric synthesis of the macrolactone of (+)-leucascandrolide A (see structure) has been accomplished through a convergent route (longest linear sequence of 14 steps) in 20% overall yield. The assembly of the 1,5-bis(tetrahydropyran) core in a single operation provides the most concise synthetic approach developed to date. (Chemical Equation Presented) © 2008 Wiley-VCH Verlag GmbH & Co. KGaA.
引用
收藏
页码:5426 / 5429
页数:4
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