Issue 8, 2015

Asymmetric synthesis of γ-aryl-substituted GABA derivatives via a highly diastereoselective Rh-catalyzed boronic acid addition at room temperature

Abstract

A highly diastereoselective Rh-catalyzed boronic acid addition to enantiopure sulfinylimines providing γ-aryl GABA derivatives has been described. The reaction proceeds in protic solvents at room temperature and the starting material is readily prepared. The novel protocol enables the introduction of a variety of aryl substituents onto an unactivated sulfinylimine under mild conditions.

Graphical abstract: Asymmetric synthesis of γ-aryl-substituted GABA derivatives via a highly diastereoselective Rh-catalyzed boronic acid addition at room temperature

Supplementary files

Article information

Article type
Research Article
Submitted
17 Apr 2015
Accepted
05 Jun 2015
First published
05 Jun 2015

Org. Chem. Front., 2015,2, 885-889

Author version available

Asymmetric synthesis of γ-aryl-substituted GABA derivatives via a highly diastereoselective Rh-catalyzed boronic acid addition at room temperature

P. V. Ramachandran, W. Mitsuhashi and B. Biswas, Org. Chem. Front., 2015, 2, 885 DOI: 10.1039/C5QO00133A

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