Au-catalyzed cyclization of monoallylic diols

被引：106

作者：

Aponick, Aaron ^{[1
]}

Li, Chuan-Ying ^{[1
]}

Biannic, Berenger ^{[1
]}

机构：

[1] Univ Florida, Dept Chem, Gainesville, FL 32611 USA

来源：

ORGANIC LETTERS | 2008年 / 10卷 / 04期

关键词：

D O I：

10.1021/ol703002p

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

The Ph3PAuCl/AgOTf-catalyzed cyclization of monoallylic diols to form tetrahydropyrans is reported. The reactions proceed rapidly at temperatures as low as -78 degrees C with catalyst loadings as low as 0.1 mol % to provide the products in 79-99% yield. A broad range of structurally diverse substrates perform well in the reaction. When 2,6-disubstituted tetrahydropyrans are produced, the reaction is highly diastereoselective for the 2,6-cis product.

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页码：669 / 671

页数：3

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