Issue 20, 2023

Direct enantioselective α-alkylation of secondary acyclic amines with ketones by combining photocatalysis and lipase catalytic promiscuity

Abstract

A novel direct enantioselective α-alkylation of secondary acyclic amines with simple ketones by combining photocatalysis and lipase catalytic promiscuity is described. Various β-amino ketones were synthesized from secondary acyclic amines in good yields of up to 89% with moderate enantio- and diastereoselectivities (up to 89 : 11 er and 93 : 7 dr) under mild and oxidant- and cofactor-free conditions. This novel protocol has the characteristics of wide substrate scope, excellent functional group tolerance, and simple operation.

Graphical abstract: Direct enantioselective α-alkylation of secondary acyclic amines with ketones by combining photocatalysis and lipase catalytic promiscuity

Supplementary files

Article information

Article type
Research Article
Submitted
23 Jun 2023
Accepted
24 Aug 2023
First published
25 Aug 2023

Org. Chem. Front., 2023,10, 5108-5116

Direct enantioselective α-alkylation of secondary acyclic amines with ketones by combining photocatalysis and lipase catalytic promiscuity

C. Long, H. Pu, Y. He and Z. Guan, Org. Chem. Front., 2023, 10, 5108 DOI: 10.1039/D3QO00951C

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