A new, ring closing metathesis-based synthesis of (-)-fumagillol

被引:40
作者
Boiteau, JG [1 ]
Van de Weghe, P [1 ]
Eustache, J [1 ]
机构
[1] Univ Haute Alsace, Ecole Natl Super Chim, CNRS, Lab Chim Organ & Bioorgan, F-68093 Mulhouse, France
关键词
D O I
10.1021/ol016343z
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
[GRAPHICS] A new strategy to access the fumagillin/fumagillol skeleton is proposed. An Evans aldolization and a RCM involving an enone are used for the preparation of a key cyclohexanone intermediate, which was readily converted to fumagillol. The synthesis also features an efficient preparation of isogeraniol and isogeranic acid.
引用
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页码:2737 / 2740
页数:4
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