P(i-PrNCH2CH2)3N as a Lewis Base Catalyst for the Synthesis of β-Hydroxynitriles Using TMSAN
Kuldeep Wadhwa and John G. Verkade*
*Department of Chemistry, Gilman Hall, Iowa State University, Ames, Iowa 50011, Email: jverkadeiastate.edu
K. Wadhwa, J. G. Verkade, J. Org. Chem., 2009, 74, 5683-5686.
DOI: 10.1021/jo900814t (free Supporting Information)
A low loading of a proazaphosphatrane compound efficiently catalyzes the reaction of trimethylsilylacetonitrile (TMSAN) with aldehydes for the synthesis of β-hydroxynitriles under mild reaction conditions. Various functional groups were tolerated, and good to excellent yields were obtained.
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K. Wadhwa, J. G. Verkade, J. Org. Chem., 2009, 74, 4368-4371.