P(i-PrNCH2CH2)3N as a Lewis Base Catalyst for the Synthesis of β-Hydroxynitriles Using TMSAN

被引:34
作者
Wadhwa, Kuldeep [1 ]
Verkade, John G. [1 ]
机构
[1] Iowa State Univ, Dept Chem, Ames, IA 50011 USA
基金
美国国家科学基金会;
关键词
CARBONYL-COMPOUNDS; EFFICIENT PROMOTER; HYDROXY NITRILES; COOPERATIVE CATALYSIS; COUPLING REACTIONS; ACETONITRILE; ALDEHYDES; ACTIVATION; TRIMETHYLSILYLACETONITRILE; PROAZAPHOSPHATRANES;
D O I
10.1021/jo900814t
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
Proazaphosphatrane 1a was found to be an efficient catalyst for synthesis of beta-hydroxynitriles via the reaction of trimethylsilylacetonitrile (TMSAN) with aldehydes under mild reaction conditions and typically low catalyst loading (ca. 2 mol%). A variety of functional groups were tolerated, and good to excellent product yields were obtained.
引用
收藏
页码:5683 / 5686
页数:4
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