A new type of catalytic tandem 1,4-addition-aldol reaction which proceeds through an (oxa-π-allyl)rhodium intermediate

被引：88

作者：

Yoshida, K ^{[1
]}

Ogasawara, M ^{[1
]}

Hayashi, T ^{[1
]}

机构：

[1] Kyoto Univ, Grad Sch Sci, Dept Chem, Kyoto 6068502, Japan

来源：

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY | 2002年 / 124卷 / 37期

关键词：

D O I：

10.1021/ja0271025

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

The reaction of 9-aryl-9-borabicyclo[3.3.1]nonanes (B-Ar-9BBN) with α,β-unsaturated ketones and aldehydes in the presence of 3 mol % [Rh(OMe)(cod)]2 in toluene at 20 °C for 2 h gave high yields of the tandem 1,4-addition-aldol reaction products with high syn selectivity. The reaction proceeds through the catalytic cycle consisting of 1,4-addition of an organorhodium species to an α,β-unsaturated ketone and the aldol addition of the resulting (oxa-π-allyl)rhodium intermediate to an aldehyde. Copyright © 2002 American Chemical Society.

引用

页码：10984 / 10985

页数：2

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