A silylation based kinetic resolution developed by the Wiskur group has been demonstrated to be selective for benzylic secondary alcohols. This kinetic resolution was demonstrated to be selective using a chiral isothiourea as the catalyst and triphenylsilyl chloride as the silyl source. In this presentation, the substrate scope was expanded to include a-hydroxy carbonyl compounds. Results employing the silylation based methodology to a-hydroxy lactones and lactams will be discussed.

Silylation based kinetic resolution of α-hydroxy lactones and lactams

245th National Meeting (2013)

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