P(RNCH2CH2)N:: efficient catalysts for the cyanosilylation of aldehydes and ketones

被引:70
作者
Fetterly, BM [1 ]
Verkade, JG [1 ]
机构
[1] Iowa State Univ, Dept Chem, Ames, IA 50011 USA
关键词
proazaphosphatrane; aldehyde; ketone; trimethylsilylcyanide; cyanohydrin;
D O I
10.1016/j.tetlet.2005.09.032
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
The 1,2-addition of trialkylsilylcyanides to aldehydes and ketones produces the corresponding protected cyanohydrins in good to excellent yields when carried out at 0 degrees C to room temperature in the presence of catalytic amounts of the nonionic strong base P(RNCH2CH2)N (R = Me, i-Pr) in THF. These catalysts are easily removed from the product by hydrolysis or column filtration through silica gel. (c) 2005 Published by Elsevier Ltd.
引用
收藏
页码:8061 / 8066
页数:6
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