CHEMOSELECTIVITY OF RHODIUM CARBENOIDS - A COMPARISON OF THE SELECTIVITY FOR O-H INSERTION REACTIONS OR CARBONYL YLIDE FORMATION VERSUS ALIPHATIC AND AROMATIC C-H INSERTION AND CYCLOPROPANATION

被引:54
作者
COX, GG [1 ]
MOODY, CJ [1 ]
AUSTIN, DJ [1 ]
PADWA, A [1 ]
机构
[1] EMORY UNIV,DEPT CHEM,ATLANTA,GA 30522
关键词
D O I
10.1016/S0040-4020(01)81876-7
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
A range of diazocarbonyl compounds 1-9 containing two different functional groups has been prepared, and their rhodium(II) catalysed decomposition studied as a means of probing the chemoselectivity of carbenoid intermediates. The results indicate that whereas O-H insertion reactions predominate over cyclopropanation and aromatic insertion reactions, carbonyl ylide formation vs. other competing processes is more finely balanced, and is catalyst dependent.
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页码:5109 / 5126
页数:18
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