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MES research in bacteria. Abstract Microbial Baeyer–Villiger oxidation of representative proch...

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Abstract

Abstract Microbial Baeyer–Villiger oxidation of representative prochiral ketones with a cyclobutanone structural motif was investigated using a collection of eight monooxygenases of different bacterial origin. This platform of enzymes is able to perform stereoselective biotransformations on an array of structurally diverse substrates. With several ketone precursors, biooxidations yielded enantiocomplementary butyrolactones as key intermediates for the synthesis of natural products and bioactive compounds. The microbial Baeyer–Villiger oxidation allows a facile and rapid entry to several compound classes in a desymmetrization reaction upon de novo generation of chirality.

Keywords

DesymmetrizationBaeyer–Villiger oxidationMonooxygenaseStereoselectivityStereochemistryKetone

Identifiers

Journal
Advanced Synthesis & Catalysis
Year
2007