Azedaralide: total synthesis, relative and absolute stereochemical assignment

被引：20
|
作者：
Baker, Luke A.
Williams, Craig M. [1 ]
Bernhardt, Paul V.
Yanik, Gary W.
机构：
[1] Univ Queensland, Sch Mol & Microbial Sci, Brisbane, Qld 4072, Australia
[2] PDR Chiral Inc, Lake Park, FL 33403 USA
来源：
TETRAHEDRON | 2006年 / 62卷 / 31期
关键词：
D O I：
10.1016/j.tet.2006.05.030
中图分类号：
O62 [有机化学];
学科分类号：
070303 ; 081704 ;
摘要：
Azedaralide, a potentially advanced intermediate for the total synthesis of various tetranortriterpenes, was constructed utilising the Fernandez-Mateos protocol and assigned both relative and absolute stereochemistries. Both asymmetric aldol and classical chiral resolution attempts failed to deliver pure enantiomers whereas preparative chiral chromatography resolved racemic azedaralide with ease. (c) 2006 Elsevier Ltd. All rights reserved.
引用
收藏
页码：7355 / 7360
页数：6
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