Premium
Enantioselective Biocatalytic Oxidative Desymmetrization of Substituted Pyrrolidines
Author(s) -
Köhler Valentin,
Bailey Kevin R.,
Znabet Anass,
Raftery James,
Helliwell Madeleine,
Turner Nicholas J.
Publication year - 2010
Publication title -
angewandte chemie international edition
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 5.831
H-Index - 550
eISSN - 1521-3773
pISSN - 1433-7851
DOI - 10.1002/anie.200906655
Subject(s) - enantioselective synthesis , chemistry , desymmetrization , enantiomer , aspergillus niger , organic chemistry , catalysis , enantiomeric excess , combinatorial chemistry , biochemistry
Made up out of air : The highly enantioselective oxidation of 3,4‐substituted meso ‐pyrrolidines to Δ 1 ‐pyrrolines is reported. The reaction is catalyzed by monoamine oxidase from Aspergillus niger (MAO‐N D5) and utilizes molecular oxygen from air as the stoichiometric oxidant. The corresponding Δ 1 ‐pyrrolines serve as useful building blocks for the synthesis of L ‐proline analogues and α‐amino nitriles of high enantiomeric purity.