Cp*Ru(PN) complex-catalyzed isomerization of allylic alcohols and its application to the asymmetric synthesis of muscone

被引：192

作者：

Ito, M

Kitahara, S

Ikariya, T

机构：

[1] Tokyo Inst Technol, Dept Appl Chem, Grad Sch Sci & Engn, Meguro Ku, Tokyo 1528552, Japan

[2] Tokyo Inst Technol, Dept Appl Chem, Frontier Collaborat Res Ctr, Meguro Ku, Tokyo 1528552, Japan

来源：

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY | 2005年 / 127卷 / 17期

关键词：

D O I：

10.1021/ja050770g

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

Highly efficient isomerization of allylic alcohols into saturated carbonyls is accomplished using the catalyst system of Cp*RuCl[Ph2P(CH2)2NH2-κ2-P,N]-KOt-Bu (Cp* = η5-C5(CH3)5) under mild conditions. Mechanistic consideration based on isotope-labeling experiments indicated the present reaction is applicable to the asymmetric isomerization of racemic sec-allylic alcohols with a prochiral olefin via dynamic kinetic resolution. A concise asymmetric synthesis of muscone has been achieved, where the asymmetric isomerization using an optically active ligand is a key reaction. Copyright © 2005 American Chemical Society.

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页码：6172 / 6173

页数：2

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