Ruthenium-catalyzed cycloaddition between propargylic alcohols and cyclic 1,3-dicarbonyl compounds via an allenylidene intermediate

被引：70

作者：

Nishibayashi, Y ^{[1
]}

Yoshikawa, M

Inada, Y

Hidai, M

Uemura, S

机构：

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

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

来源：

JOURNAL OF ORGANIC CHEMISTRY | 2004年 / 69卷 / 10期

关键词：

D O I：

10.1021/jo0357465

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Thiolate-bridged diruthenium complexes such as [Cp*RuCl(mu(2)-SR)(2)RuCp*Cl] (Cp* = eta(5)-C5Me5; R = Me, Pr-n, Pr-i) and [CP*RuCl(mu(2)-(SPr)-Pr-i)(2)RuCp*(OH2)]OTf (OTf = OSO2CF3) promote the cycloaddition between propargylic alcohols and cyclic 1,3-dicarbonyl compounds to give either the corresponding 4,6,7,8-tetrahydrochromen-5-ones or 4H-cyclopenta[b]pyran-5-ones in high yields with complete regioselectivity. This catalytic cycloaddition provides a simple and one-pot synthetic protocol for a variety of substituted chromenones and cyclopenta[b]pyranones.

引用

页码：3408 / 3412

页数：5

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