THE TETRAHYDROPYRANYL GROUP AS A CHIRAL AUXILIARY FOR THE NUCLEOPHILIC-ADDITION TO ALPHA-ALKOXY KETONES

被引:14
作者
CHARETTE, AB
BENSLIMANE, AF
MELLON, C
机构
[1] Departement de chinue, Université de Montréal, Montréal
基金
加拿大自然科学与工程研究理事会;
关键词
D O I
10.1016/0040-4039(95)01899-S
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
The protected 2-hydroxytetrahydropyranyl group is an efficient chiral auxiliary for the stereoselective nucleophilic addition of Grignard reagents to alpha-alkoxy ketones. We also report that allylSnBu(3)MgBr(2) . OEt(2) is a very efficient system for the chelation controlled stereoselective addition of the allyl group to alpha-alkoxy ketones.
引用
收藏
页码:8557 / 8560
页数:4
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