PRACTICAL HYDROXYMETHYLATION OF ALDEHYDES AND KETONES VIA PINACOL CROSS-COUPLING REACTIONS WITH PARAFORMALDEHYDE

被引:32
作者
PARK, J [1 ]
PEDERSEN, SF [1 ]
机构
[1] UNIV CALIF BERKELEY,DEPT CHEM,BERKELEY,CA 94720
基金
美国国家卫生研究院;
关键词
VANADIUM; PINACOL COUPLING; PARAFORMALDEHYDE; KETONE; ALDEHYDE;
D O I
10.1016/S0040-4020(01)88875-X
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
A general and practical method for the direct hydroxymethylation of aldehydes and ketones via pinacol cross-coupling with paraformaldehyde is described. The reaction is promoted by vanadium(II) ions which are conveniently generated from the reduction of VCl3(THF)3 with zinc dust. Excellent yields of terminal diols are obtained and stereoselective coupling is observed with some chiral aldehydes and ketones.
引用
收藏
页码:2069 / 2080
页数:12
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