Issue 47, 2016

A nordehydroabietyl amide-containing chiral diene for rhodium-catalysed asymmetric arylation to nitroolefins

Abstract

A highly enantioselective rhodium catalysed asymmetric arylation (RCAA) of nitroolefins with arylboronic acids is presented using a newly developed, C1-symmetric, non-covalent interacted, phellandrene derived, nordehydroabietyl amide-containing chiral diene under mild conditions. Stereoelectronic effects were studied, suggesting an activation of the bound substrate through the secondary amide as a hydrogen-bond donor.

Graphical abstract: A nordehydroabietyl amide-containing chiral diene for rhodium-catalysed asymmetric arylation to nitroolefins

Supplementary files

Article information

Article type
Communication
Submitted
09 Oct 2016
Accepted
10 Nov 2016
First published
14 Nov 2016

Org. Biomol. Chem., 2016,14, 11080-11084

A nordehydroabietyl amide-containing chiral diene for rhodium-catalysed asymmetric arylation to nitroolefins

R. Li, Z. Wen and N. Wu, Org. Biomol. Chem., 2016, 14, 11080 DOI: 10.1039/C6OB02202B

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