Enantioselective total synthesis of macrolide antitumor agent (-)-lasonolide A

被引：42
|
作者：
Ghosh, Arun K. [1 ]
Gong, Gangli
机构：
[1] Purdue Univ, Dept Chem, W Lafayette, IN 47907 USA
[2] Purdue Univ, Dept Med Chem, W Lafayette, IN 47907 USA
来源：
ORGANIC LETTERS | 2007年 / 9卷 / 08期
关键词：
D O I：
10.1021/ol0701013
中图分类号：
O62 [有机化学];
学科分类号：
070303 ; 081704 ;
摘要：
An enantioselective total synthesis of (-)-lasonolide A is described. The upper tetrahydropyran ring was constructed stereoselectively by an intramolecular 1,3-dipolar cycloaddition reaction. The bicyclic isooxazoline led to the tetrahydropyran ring as well as the quaternary stereocenter present in the molecule. The lower tetrahydropyran ring was assembled by a catalytic asymmetric hetero-Diels-Alder reaction as the key step. Three stereocenters were enantioselectively installed in this single step reaction.
引用
收藏
页码：1437 / 1440
页数：4
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