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Copper-Catalyzed Asymmetric Allylation of N -Aryl Aldimines.

Authors :
Deng YQ
Yan QQ
Zhang TT
Zhou Y
He CY
Liu QZ
Source :
The Journal of organic chemistry [J Org Chem] 2024 Jan 05; Vol. 89 (1), pp. 313-320. Date of Electronic Publication: 2023 Dec 11.
Publication Year :
2024

Abstract

The copper-catalyzed enantioselective allylation reaction of N -aryl aldimines has been developed using a combination of Cu(OAc) <subscript>2</subscript> and SPINOL-based phosphonamidite. This protocol significantly broadens the substrate scope, such that imines bearing various ortho -substituents on the N -aryl were converted smoothly into homoallylic amines in up to 99% yield and 98% ee. Taking advantage of the diversity of the N -aryl motif, three kinds of N -heterocyclic compounds were constructed, respectively, from the corresponding homoallylic amines in merely one step.

Details

Language :
English
ISSN :
1520-6904
Volume :
89
Issue :
1
Database :
MEDLINE
Journal :
The Journal of organic chemistry
Publication Type :
Academic Journal
Accession number :
38079214
Full Text :
https://doi.org/10.1021/acs.joc.3c02035