Alkyne Hydroacylation: Switching Regioselectivity by Tandem Ruthenium Catalysis

被引：77

作者：

Chen, Qing-An ^{[1
]}

Cruz, Faben A. ^{[1
]}

Dong, Vy M. ^{[1
]}

机构：

[1] Univ Calif Irvine, Dept Chem, Irvine, CA 92697 USA

来源：

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY | 2015年 / 137卷 / 09期

基金：

美国国家卫生研究院;

关键词：

ALDEHYDE OXIDATION LEVEL; FORMING TRANSFER HYDROGENATION; LONG-LIVED CATALYSTS; INTERMOLECULAR HYDROACYLATION; INTRAMOLECULAR HYDROACYLATION; KINETIC RESOLUTION; PRIMARY ALCOHOLS; BETA; GAMMA-UNSATURATED KETONES; ENANTIOSELECTIVE SYNTHESIS; REVERSE PRENYLATION;

D O I：

10.1021/ja512015w

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

By using tandem Ru-catalysis, internal alkynes can be coupled with aldehydes for the Synthesis of Ay-unsaturated ketones. The catalyst promotes alkyne transformations With high regioselectivity) with examples: that include the differentiation of a methyl vs ethyl substituent on the alkyne. Mechanistic studies suggest that the regioselectivity results from a Selective allene formation that is governed by allylic strain.

引用

收藏

页码：3157 / 3160

页数：4

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