Journal
ORGANIC LETTERS
Volume 11, Issue 14, Pages 3052-3055Publisher
AMER CHEMICAL SOC
DOI: 10.1021/ol901091f
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- University of Pennsylvania
- FAPESP (State of Sao Paulo Research Foundation)
- CNPq (National Counsel of Technological and Scientific Development)
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The first application of enzymes as catalysts to obtain optically pure boron compounds is described. The kinetic resolution of boron-containing chiral alcohols via enantioselective transesterification catalyzed by lipases was studied. Aromatic, allylic, and aliphatic secondary alcohols containing a boronate ester or boronic acid group were resolved by lipase from Candida antartica (CALB), and excellent E values (E > 200) and high enantiomeric excesses (up to >99%) of both remaining substrates and acetylated product were obtained.
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