Elucidation of the mechanism of the 1,6-cuprate addition to acceptor-substituted enynes through 13C kinetic isotope effects:: Experimental and theoretical studies

被引:47
作者
Mori, S [1 ]
Uerdingen, M
Krause, N
Morokuma, K
机构
[1] Ibaraki Univ, Fac Sci, Mito, Ibaraki 3108512, Japan
[2] Univ Dortmund, D-44221 Dortmund, Germany
[3] Emory Univ, Cherry L Emerson Ctr Sci Computat, Atlanta, GA 30322 USA
[4] Emory Univ, Dept Chem, Atlanta, GA 30322 USA
关键词
allenes; cuprates; density functional calculations; isotope effects; Michael addition;
D O I
10.1002/anie.200462976
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
(Chemical Equation Presented) A combination of experimental and theoretical studies of 13C kinetic isotope effects have led to a comprehensive mechanistic picture of the 1,6-cuprate addition to acceptor-substituted enynes. In the rate-determining step, the new bond is formed from the triple bond of the substrate to the incoming alkyl group (see scheme). © 2005 Wiley-VCH Verlag GmbH & Co. KGaA.
引用
收藏
页码:4715 / 4719
页数:5
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