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

来源：

JOURNAL OF ORGANIC CHEMISTRY | 1995年 / 60卷 / 10期

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.

引用

页码：3013 / 3019

页数：7

共 44 条

[41]

REETZ MT, 1992, TETRAHEDRON, V48, P5731

[42] ANALYSIS OF 2 C-13 NMR CORRELATIONS FOR DETERMINING THE STEREOCHEMISTRY OF 1,3-DIOL ACETONIDES [J].