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Updated: Jun 22, 2026

Enzymatic Cascade Reactions for the Synthesis of Chiral Amino Alcohols from L-lysine
Published on: February 16, 2018
Lipase-catalyzed highly enantioselective kinetic resolution of boron-containing chiral alcohols
Leandro H Andrade1, Thiago Barcellos
1Institute of Chemistry, University of Sao Paulo, Av. Prof. Lineu Prestes, 748, CEP 05508-900, Sao Paulo, SP, Brazil. leandroh@iq.usp.br
Abstract:
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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