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Literature DB >> 25221671

P450-catalyzed asymmetric cyclopropanation of electron-deficient olefins under aerobic conditions.

Hans Renata¹, Z Jane Wang¹, Rebekah Z Kitto¹, Frances H Arnold¹.

Abstract

A variant of P450 from Bacillus megaterium five mutations away from wild type is a highly active catalyst for cyclopropanation of a variety of acrylamide and acrylate olefins with ethyl diazoacetate (EDA). The very high rate of reaction enabled by histidine ligation allowed the reaction to be conducted under aerobic conditions. The promiscuity of this catalyst for a variety of substrates containing amides has enabled synthesis of a small library of precursors to levomilnacipran derivatives.

Entities: Chemical Disease Mutation Species

Year: 2014 PMID： 25221671 PMCID： PMC4159215 DOI： 10.1039/C4CY00633J

Source DB: PubMed Journal: Catal Sci Technol ISSN： 2044-4753 Impact factor: 6.119

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