Transition metal-catalyzed ring-opening, substitution, and cyclopropanation reactions via vinylcarbene complexes generated from O-propargyl thiocarbamates

被引：13

作者：

Ikeda, Yuji ^{[1
]}

Murai, Masahito ^{[1
]}

Abo, Tomohiro ^{[1
]}

Miki, Koji ^{[1
]}

Ohe, Kouichi ^{[1
]}

机构：

[1] Kyoto Univ, Dept Energy & Hydrocarbon Chem, Grad Sch Engn, Nishikyo Ku, Kyoto 6158510, Japan

来源：

TETRAHEDRON LETTERS | 2007年 / 48卷 / 38期

关键词：

D O I：

10.1016/j.tetlet.2007.07.123

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

We have developed various transition metal-catalyzed vinylcarbene transfer reactions, such as ring-opening, substitution, and cyclopropanation reactions, using O-propargyl thiocarbamates as carbene precursors. Platinum, ruthenium, rhodium, and gold complexes are effective for vinylcarbenoid formation. The highly nucleophilic nature and resonance effect of a thiocarbamoyl moiety readily permit the rearrangement of a thiocarbamoyl moiety from a propargylic position to an adjacent alkynyl carbon to give the intermediary vinylcarbene complexes. (c) 2007 Elsevier Ltd. All rights reserved.

引用

页码：6651 / 6654

页数：4

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