Issue 9, 2023

Enantioselective reductive allylic alkylation enabled by dual photoredox/palladium catalysis

Abstract

A dual photoredox/palladium catalyzed regio- and enantioselective reductive cross-coupling of allylic acetates with tertiary/secondary alkyl bromides has been achieved, and Hantzsch ester is used as a homogeneous organic reductant. This straightforward protocol enables the stereoselective construction of C(sp3)–C(sp3) bonds under mild reaction conditions. Mechanistic studies suggest that this reaction involves radical pathways and a chiral Pd complex enables the control of the regio- and enantioselectivities.

Graphical abstract: Enantioselective reductive allylic alkylation enabled by dual photoredox/palladium catalysis

Supplementary files

Article information

Article type
Communication
Submitted
09 Dec. 2022
Accepted
03 Janv. 2023
First published
03 Janv. 2023

Chem. Commun., 2023,59, 1153-1156

Enantioselective reductive allylic alkylation enabled by dual photoredox/palladium catalysis

S. Tang, H. Zhang and S. Yu, Chem. Commun., 2023, 59, 1153 DOI: 10.1039/D2CC06705F

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