Issue 2, 2012

Enantioselective organocatalytic α-heterofunctionalization of active methines

Abstract

The enantioselective α-heterofunctionalization of α-substituted 1,3-dicarbonyl compounds is an attractive area of organic chemistry, thanks to the undoubted value of the final compounds as versatile intermediates for the synthesis of natural products and pharmaceutical targets. In this context, the organocatalytic approach is gaining importance, alongside the asymmetric metal-based catalysis, for the production of molecules with highly functionalized chiral quaternary stereocenters containing a carbon-heteroatom bond. This review aims to illustrate progress in the enantioselective α-amination, α-hydroxylation, α-sulfenylation and α-halogenation reactions of α-substituted 1,3-dicarbonyl and related compounds mediated by mono-, bi-, multi-functional organocatalysts, phosphoric acids and phase transfer catalysts appeared from 2002 to mid-2011.

Graphical abstract: Enantioselective organocatalytic α-heterofunctionalization of active methines

Article information

Article type
Review Article
Submitted
19 Aug. 2011
Accepted
26 Sept. 2011
First published
18 Nov. 2011

RSC Adv., 2012,2, 385-397

Enantioselective organocatalytic α-heterofunctionalization of active methines

A. Russo, C. De Fusco and A. Lattanzi, RSC Adv., 2012, 2, 385 DOI: 10.1039/C1RA00612F

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