Gold-catalyzed intermolecular [4C+3C] cycloaddition reactions

被引:31
|
作者
Gung, Benjamin W. [1 ]
Bailey, Lauren N. [1 ]
Wonser, Josh [1 ]
机构
[1] Miami Univ, Dept Chem & Biochem, Oxford, OH 45056 USA
基金
美国国家卫生研究院;
关键词
OXIDE-CYCLOPROPANONE SYSTEM; SPONGE CORTICIUM-SIMPLEX; PROPARGYLIC CARBOXYLATES; STEROIDAL ALKALOIDS; DIENES; ACCESS; VINYLCARBENOIDS; ALLENEDIENES; VINYLSILANES; PRECURSORS;
D O I
10.1016/j.tetlet.2010.02.099
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
In the presence of the N-heterocyclic carbene gold catalyst (NHC-AulPr, 7), propargyl esters 1a-f and 13 undergo a [4C+3C] cycloaddition reaction with cyclopentadiene and furan under mild conditions. The evidence suggests that the formation of the seven-membered ring occurs by a direct cycloaddition process, rather than a stepwise cyclopropanation/Cope rearrangement sequence. (C) 2010 Elsevier Ltd. All rights reserved.
引用
收藏
页码:2251 / 2253
页数:3
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