Catalytic diastereoselective synthesis of diquinanes from acyclic precursors

被引：124

作者：

Wang, JC ^{[1
]}

Ng, SS ^{[1
]}

Krische, MJ ^{[1
]}

机构：

[1] Univ Texas, Dept Chem & Biochem, Austin, TX 78712 USA

来源：

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY | 2003年 / 125卷 / 13期

关键词：

D O I：

10.1021/ja030022w

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

Upon exposure of up to 10 mol % tributylphosphine, electron-deficient 1,7-enynes undergo [3 + 2] cycloaddition to afford bicyclo[3:3:0] ring systems. In all but one case, products were obtained in ≥95:5 de, as determined by 1H NMR. This methodology enables concise and diastereoselective access to diquinane ring systems, whereby three contiguous stereogenic centers are set in a single manipulation. Copyright © 2003 American Chemical Society.

引用

页码：3682 / 3683

页数：2

共 22 条

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