Issue 8, 2014

Kinetic resolution of 4-substituted-3,4-dihydrocoumarins via Pd-catalyzed asymmetric allylic alkylation reaction: enantioselective synthesis of trans-3,4-disubstituted-3,4-dihydrocoumarins

Abstract

The kinetic resolution of 4-substituted-3,4-dihydrocoumarins was realized via Pd-catalyzed allylic substitution reaction using Trost's chiral ligand L12, affording optically active mono- and trans-3,4-disubstituted dihydrocoumarin derivatives in high yields and with high enantioselectivities with an S factor up to 55.

Graphical abstract: Kinetic resolution of 4-substituted-3,4-dihydrocoumarins via Pd-catalyzed asymmetric allylic alkylation reaction: enantioselective synthesis of trans-3,4-disubstituted-3,4-dihydrocoumarins

Supplementary files

Article information

Article type
Research Article
Submitted
27 Jun 2014
Accepted
24 Jul 2014
First published
25 Jul 2014

Org. Chem. Front., 2014,1, 969-973

Kinetic resolution of 4-substituted-3,4-dihydrocoumarins via Pd-catalyzed asymmetric allylic alkylation reaction: enantioselective synthesis of trans-3,4-disubstituted-3,4-dihydrocoumarins

X. Li, P. Fang, D. Chen and X. Hou, Org. Chem. Front., 2014, 1, 969 DOI: 10.1039/C4QO00178H

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