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Issue 2, 2012
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Enantioselective organocatalytic α-heterofunctionalization of active methines

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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

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Publication details

The article was received on 19 Aug 2011, accepted on 26 Sep 2011 and first published on 18 Nov 2011


Article type: Review Article
DOI: 10.1039/C1RA00612F
Citation: RSC Adv., 2012,2, 385-397
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    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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