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

Organic Chemistry Frontiers Pub Date: 2015-06-05 DOI: 10.1039/C5QO00133A

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
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