Ruthenium-catalyzed decarboxylative allylation of nonstabilized ketone enolates

被引:81
作者
Burger, EC [1 ]
Tunge, JA [1 ]
机构
[1] Univ Kansas, Dept Chem, Lawrence, KS 66045 USA
关键词
D O I
10.1021/ol049097a
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
Bipyridyl(pentamethylcyclopentadienyl)ruthenium chloride is an efficient catalyst for the formal [3,3] rearrangement of allyl beta-ketoesters. The mechanism of the transformation involves formation of pi-allyl ruthenium intermediates, which are selectively attacked at the more substituted allyl terminus by freely diffusing enolates. Decarboxylation of beta-ketocarboxylates allows generation of enolates under extremely mild conditions.
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页码:2603 / 2605
页数:3
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