期刊
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION
卷 53, 期 33, 页码 8659-8663出版社
WILEY-V C H VERLAG GMBH
DOI: 10.1002/anie.201310892
关键词
biocatalysis; C-H activation; cytochrome P450; hydroxylation; stereoselectivity
资金
- Max-Planck-Society
- Arthur C. Cope Foundation
Regio- and stereoselective oxidative hydroxylation of achiral or chiral organic compounds mediated by synthetic reagents, catalysts, or enzymes generally leads to the formation of one new chiral center that appears in the respective enantiomeric or diastereomeric alcohols. By contrast, when subjecting appropriate achiral compounds to this type of C-H activation, the simultaneous creation of two chiral centers with a defined relative and absolute configuration may result, provided that control of the regio-, diastereo-, and enantioselectivity is ensured. The present study demonstrates that such control is possible by using wild type or mutant forms of the monooxygenase cytochrome P450 BM3 as catalysts in the oxidative hydroxylation of methylcyclohexane and seven other monosubstituted cyclohexane derivatives.
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