Exploiting the Regioselectivity of Baeyer-Villiger Monooxygenases for the Formation of β-Amino Acids and β-Amino Alcohols

To the left or to the right? The regioselective insertion of oxygen in Baeyer–Villiger monooxygenase (BVMO) catalyzed oxidations not only affords the expected protected β‐amino alcohol, but can also be used to provide access to β‐amino acids as exemplified for β‐leucine (see scheme; PG=protecting gr...

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Bibliographic Details
Published in:Angewandte Chemie International Edition 2010-06, Vol.49 (26), p.4506-4508
Main Authors: Rehdorf, Jessica, Mihovilovic, Marko D., Bornscheuer, Uwe T.
Format: Article
Language:English
Subjects:
Amino Acids - metabolism
Amino Alcohols - metabolism
Baeyer-Villiger monooxygenases
Biocatalysis
enzyme catalysis
Hydrolysis
kinetic resolution
Kinetics
Mixed Function Oxygenases - chemistry
Mixed Function Oxygenases - metabolism
Oxidation-Reduction
regioselectivity
Stereoisomerism
Substrate Specificity
β-amino acids
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Summary:To the left or to the right? The regioselective insertion of oxygen in Baeyer–Villiger monooxygenase (BVMO) catalyzed oxidations not only affords the expected protected β‐amino alcohol, but can also be used to provide access to β‐amino acids as exemplified for β‐leucine (see scheme; PG=protecting group).
ISSN:1433-7851
1521-3773
DOI:10.1002/anie.201000511