TITANIUM AND BORON MEDIATED ALDOL REACTIONS OF BETA-HYDROXY KETONES

被引:45
作者
LUKE, GP
MORRIS, J
机构
[1] Medicinal Chemistry Research, The Upjohn Company, Kalamazoo
关键词
D O I
10.1021/jo00115a015
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
The reaction of enolates derived from titanium and boron complexes of beta-hydroxy ketones with aldehydes afforded aldol products in good to excellent yields. Whereas the boron mediated reactions gave exclusively anti aldol products derived from the reaction at C-alpha, the titanium mediated reactions produced primarily syn aldol products from reaction at C-alpha. The product selectivities observed in the titanium mediated aldol reactions were highly dependent on the substitution pattern of the starting beta-hydroxy ketone.
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页码:3013 / 3019
页数:7
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