An efficient method for cyclopentene annulation onto α,β-unsaturated ketones:: W(CO)5(L))-catalyzed 5-endo-dig cyclization of 6-siloxy-5-en-1-ynes

被引：84

作者：

Iwasawa, N ^{[1
]}

Miura, T

Kiyota, K

Kusama, H

Lee, K

Lee, PH

机构：

[1] Tokyo Inst Technol, Dept Chem, Meguro Ku, Tokyo 1528551, Japan

[2] Kangwon Natl Univ, Dept Chem, Chunchon 200701, South Korea

来源：

ORGANIC LETTERS | 2002年 / 4卷 / 25期

关键词：

D O I：

10.1021/ol026993i

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

[GRAPHICS] A highly efficient method for the cyclopentene annulation onto alpha,beta-unsaturated ketones is described. Indium-mediated 1,4-propargylation onto alpha,beta-unsaturated ketones in the presence of tert-butyidimethylsilyl triflate and dimethyl sulfide gives the 6-siloxy-5-en-1-yne derivatives, which undergo W(CO)(5)(L)-catalyzed 5-endo-dig cyclization to give the corresponding cyclopentene derivatives in good yield.

引用

页码：4463 / 4466

页数：4

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