Enantioselective synthesis of apoptolidinone: Exploiting the versatility of thiazolidinethione chiral auxiliaries

被引：42

作者：

Crimmins, MT ^{[1
]}

Christie, HS ^{[1
]}

Chaudhary, K ^{[1
]}

Long, A ^{[1
]}

机构：

[1] Univ N Carolina, Dept Chem, Venable & Kenan Labs Chem, Chapel Hill, NC 27599 USA

来源：

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY | 2005年 / 127卷 / 40期

关键词：

D O I：

10.1021/ja0549289

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

An efficient, enantioselective synthesis of apoptolidinone has been completed, demonstrating the versatility of thiazolidinethione auxiliaries. Three propionate aldol additions and two asymmetric glycolate alkylations function to establish 8 of the 12 stereogenic carbon centers. A cross-metathesis reaction is utilized to assemble the C1-C10 trieneoate fragment and the C11-C28 polypropionate region of the molecule. Copyright © 2005 American Chemical Society.

引用

页码：13810 / 13812

页数：3

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