Enantioselective reductive allylic alkylation enabled by dual photoredox/palladium catalysis

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 constructi...

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Veröffentlicht in:Chemical communications (Cambridge, England) England), 2023-01, Vol.59 (9), p.1153-1156
Hauptverfasser: Tang, Sheng, Zhang, Hong-Hao, Yu, Shouyun
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Sprache:eng
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Zusammenfassung: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(sp 3 )-C(sp 3 ) 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. A dual photoredox/palladium catalyzed regio- and enantioselective reductive cross-coupling of allylic acetates with alkyl bromides has been achieved.
ISSN:1359-7345
1364-548X
DOI:10.1039/d2cc06705f