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

页码：1437 / 1440

页数：4

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