Enantiocomplementary C–H Bond Hydroxylation Combining Photo‐Catalysis and Whole‐Cell Biocatalysis in a One‐Pot Cascade Process. Issue 7 (12th February 2020)

• Record Type: Journal Article
• Authors: Peng, Yongzhen; Li, Danyang; Fan, Jiajie; Xu, Weihua; Xu, Jian; Yu, Huilei; Lin, Xianfu; Wu, Qi
• Is Part Of: European journal of organic chemistry. Issue 7(2020)
• Page Start: 821
• Page End: 825
• Publication Date: 2020-02-12
• Subjects: Whole‐cell biocatalysis -- Chiral alcohols -- C–H bond hydroxylation -- One‐pot synthesis -- Photocatalysis; Chemistry, Organic -- Periodicals; Organic compounds -- Synthesis -- Periodicals; Bioorganic chemistry -- Periodicals; Chemistry, Physical organic -- Periodicals; 547
• DOI: 10.1002/ejoc.201901682
• Languages: English
• ISSNs: 1434-193X

Abstract

Abstract : Enantiocomplementary hydroxylation of alkyl aromatics through a one‐pot photo‐biocatalytic cascade reaction is described. The photoredox process is implemented in aqueous phase with O2 as oxidant and the subsequent ( R )‐ or ( S )‐selective bioreduction is performed by whole cell system without the addition of the expensive cofactor (NADPH). This mild, operationally simple protocol transforms a wide variety of readily available aromatic compounds into valuable chiral alcohols with high yield (up to 90 %) and stereoselectivity (up to 99 %), thereby displaying important potentials in organic synthesis. Abstract : An alternative one‐pot cascade protocol combining photo‐catalysis and whole‐cell biocatalysis for the production of enantiocomplementary alcohols was developed.