Decarbonylative cross-coupling of cyclic anhydrides:: Introducing stereochemistry at an sp3 carbon in the cross-coupling event

被引:99
作者
O'Brien, EM [1 ]
Bercot, EA [1 ]
Rovis, T [1 ]
机构
[1] Colorado State Univ, Dept Chem, Ft Collins, CO 80523 USA
关键词
D O I
10.1021/ja036290b
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
Treatment of cyclic anhydrides with stoichiometric amounts of nickel-neocuproine complex generates alkylcarboxylato-nickelalactones upon extrusion of CO. These metalacycles undergo cross-coupling with arylzinc reagents. The generated CO is sequestered in situ by a nickel-dppb complex. The overall sequence effects a secondary sp3(electrophile)-sp2(nucleophile) cross-coupling and allows for control of stereochemistry during the bond-forming event. Copyright © 2003 American Chemical Society.
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页码:10498 / 10499
页数:2
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