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Benzaldehyde Lyase‐Catalyzed Direct Amidation of Aldehydes with Nitroso Compounds
Author(s) -
Ayhan Peruze,
Demir Ayhan S.
Publication year - 2011
Publication title -
advanced synthesis and catalysis
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 1.541
H-Index - 155
eISSN - 1615-4169
pISSN - 1615-4150
DOI - 10.1002/adsc.201000735
Subject(s) - chemistry , benzaldehyde , nitroso compounds , enamine , catalysis , organic chemistry , pseudomonas fluorescens , kinetic resolution , nitroso , carbanion , enantioselective synthesis , bacteria , biology , genetics
Benzaldehyde lyase from the Pseudomonas fluorescens catalyzes the reaction of aromatic aldehydes with nitroso compounds and furnishes N ‐arylhydroxamic acids in high yields. Aromatic aldehydes and benzoins are converted into enamine‐carbanion‐like intermediates prior to their reaction with nitroso compounds. The kinetic resolution of rac ‐2‐hydroxy‐1,2‐diphenylethanones furnished ( S )‐benzoins and arylhydroxamic acids with high enantioselectivities and conversions.
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