Tetrahedron letters

P (RNCH 2 CH 2) N: efficient catalysts for the cyanosilylation of aldehydes and ketones

BM Fetterly, JG Verkade

Index: Fetterly, Brandon M.; Verkade, John G. Tetrahedron Letters, 2005 , vol. 46, # 46 p. 8061 - 8066

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Citation Number: 63

Abstract

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° 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.