Convergent, stereoselective synthesis of the GHIJ fragment of brevetoxin A

被引：21

作者：

Crimmins, MT ^{[1
]}

Zuccarello, JL ^{[1
]}

Cleary, PA ^{[1
]}

Parrish, JD ^{[1
]}

机构：

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

来源：

ORGANIC LETTERS | 2006年 / 8卷 / 01期

关键词：

D O I：

10.1021/ol0526625

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

A stereoselective synthesis of the GHIJ fragment of brevetoxin A utilizing a convergent assembly strategy is described. Glycolate alkylation, ring-closing metathesis, and Hosomi-Sakurai reactions were central operations in the construction of the G ring and J ring subunits, which were united through a Horner-Wadsworth-Emmons coupling. Subsequent dehydrative cyclization produced an endocyclic enol ether that was further elaborated to the tetracyclic GHIJ fragment of brevetoxin A.

引用

页码：159 / 162

页数：4

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