Gold(I)-catalyzed oxidative rearrangements

被引：299

作者：

Witham, Cole A. ^{[1
]}

Mauleon, Pablo ^{[1
]}

Shapiro, Nathan D. ^{[1
]}

Sherry, Benjamin D. ^{[1
]}

Toste, F. Dean ^{[1
]}

机构：

[1] Univ Calif Berkeley, Dept Chem, Berkeley, CA 94720 USA

来源：

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY | 2007年 / 129卷 / 18期

关键词：

D O I：

10.1021/ja071231+

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

A series of gold(I)-catalyzed oxidative rearrangement reactions of alkynes using sulfoxides as stoichiometric oxidants are reported. The reactions are postulated to proceed through intermolecular oxygen atom transfer from the sulfoxide to gold(I)-carbenoid intermediates. Under the conditions for gold(I)-catalyzed oxidative rearrangement, 1,6-enynes are isomerized to cyclopropyl aldehydes, homopropargyl azides produce pyrrolones, acetylenic alpha-diazoketones form cyclic en-1,4-diones, and propargylesters produce 2-acyloxyenals.

引用

页码：5838 / +

页数：3

共 28 条

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