P(i-PrNCH2CH2)3N as a Lewis base catalyst for the synthesis of beta-hydroxynitriles using TMSAN

J Org Chem. 2009 Aug 7;74(15):5683-6. doi: 10.1021/jo900814t.

Abstract

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.