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Kinetic Resolution of 1,2‐Diols through Highly Site‐ and Enantioselective Catalytic Silylation

2007; Wiley; Volume: 46; Issue: 44 Linguagem: Inglês

10.1002/anie.200703650

1521-3773

Yu Zhao, Aurpon W. Mitra, Amir H. Hoveyda, Marc L. Snapper,

Synthetic Organic Chemistry Methods

Resolved to silylate: A chiral silylation catalyst is used for kinetic resolution of three classes of acyclic 1,2-diols. The catalyst differentiates, with excellent precision, between the two hydroxy groups of a substrate. The majority of the diols, obtained in high enantiomeric purity, cannot be accessed with similar stereochemical purity through catalytic asymmetric dihydroxylation.