Issue 5, 2021

Aqueous chemoenzymatic one-pot enantioselective synthesis of tertiary α-aryl cycloketones via Pd-catalyzed C–C formation and enzymatic C[double bond, length as m-dash]C asymmetric hydrogenation

Abstract

An aqueous chemoenzymatic cascade reaction combining Pd-catalyzed C–C formation and enzymatic C[double bond, length as m-dash]C asymmetric hydrogenation (AH) was developed for enantioselective synthesis of tertiary α-aryl cycloketones in good yields and excellent enantioselectivities. The stereopreference of the enzyme in AH of α-aryl cyclohexenones was studied. An enantiocomplementary enzyme was obtained by site-directed mutation.

Graphical abstract: Aqueous chemoenzymatic one-pot enantioselective synthesis of tertiary α-aryl cycloketones via Pd-catalyzed C–C formation and enzymatic C [[double bond, length as m-dash]] C asymmetric hydrogenation

Supplementary files

Article information

Article type
Communication
Submitted
01 Febr. 2021
Accepted
22 Febr. 2021
First published
22 Febr. 2021

Green Chem., 2021,23, 1960-1964

Aqueous chemoenzymatic one-pot enantioselective synthesis of tertiary α-aryl cycloketones via Pd-catalyzed C–C formation and enzymatic C[double bond, length as m-dash]C asymmetric hydrogenation

P. Luan, Y. Liu, Y. Li, R. Chen, C. Huang, J. Gao, F. Hollmann and Y. Jiang, Green Chem., 2021, 23, 1960 DOI: 10.1039/D1GC00372K

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