Ruthenium-catalyzed carbon-carbon bond formation between propargylic alcohols and alkenes via the allenylidene-ene reaction

被引：85

作者：

Nishibayashi, Y

Inada, Y

Hidai, M ^{[1
]}

Uemura, S

机构：

[1] Kyoto Univ, Dept Energy & Hydrocarbon Chem, Sakyo Ku, Kyoto 6068501, Japan

[2] Sci Univ Tokyo, Dept Mat Sci & Technol, Noda, Chiba 2788510, Japan

来源：

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY | 2003年 / 125卷 / 20期

关键词：

D O I：

10.1021/ja035106j

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

A novel ruthenium-catalyzed carbon-carbon bond formation between propargylic alcohols and alkenes via the allenylidene-ene reaction has been found to afford the corresponding 2,4-disubstituted-1-hexen-5-ynes in moderate yields. The finding described here discloses a new reactivity of allenylidene complexes. As a synthetic application, intramolecular cyclization of propargylic alcohols bearing an alkene moiety has been developed to give the corresponding syn-substituted chromanes in high yields with an excellent diastereoselectivity. Copyright © 2003 American Chemical Society.

引用

页码：6060 / 6061

页数：2

共 29 条

[11] (p-cymene)RuLCl2 (L=1,3-bis(2,4,6-trimethylphenyl)imidazol-2-ylidene and 1,3-bis(2,6-diisopropylphenyl)imidazol-2-ylidene) and related complexes as ring closing metathesis catalysts [J].