Diastereoselective pinacol coupling of alkyl aryl ketones with rare earth metals in the presence of chlorosilanes

被引：39

作者：

Ogawa, A ^{[1
]}

Takeuchi, H ^{[1
]}

Hirao, T ^{[1
]}

机构：

[1] Osaka Univ, Fac Engn, Dept Appl Chem, Osaka 5650871, Japan

来源：

TETRAHEDRON LETTERS | 1999年 / 40卷 / 39期

关键词：

D O I：

10.1016/S0040-4039(99)01504-X

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Rare earth metals (Ln) are found to act as useful reducing agents for the pinacol coupling reaction of alkyl aryl ketones in the presence of chlorosilanes. Although the hitherto known pinacol coupling reaction using rare earth reducing agents generally exhibits very low diastereoselectivities, the present pinacol coupling by use of a Ln/R3SiCl system usually indicates higher diastereoselectivities. In particular, a Yb/Me3SiCl system attains the diastereoselective pinacol coupling of primary alkyl aryl ketones with the dl/meso ratio of 8/2-9/1. (C) 1999 Elsevier Science Ltd. All rights reserved.

引用

页码：7113 / 7114

页数：2

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