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Issue 38, 2008

Highly enantioselective organocatalytic formation of a quaternary carbon center via chiral Brønsted acid catalyzed self-coupling of enamides

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Abstract

The enantioselective BINOL-phosphate catalyzed formation of a quaternary carbon center, bearing a N-atom has been achieved through the self-coupling reaction of enamides; the corresponding products have been isolated in up to >99% ee and their application for the synthesis of versatile synthetic building blocks—β-aminoketones—has been demonstrated.

Graphical abstract: Highly enantioselective organocatalytic formation of a quaternary carbon center via chiral Brønsted acid catalyzed self-coupling of enamides

Supplementary files

Article information


Submitted
17 Mar 2008
Accepted
27 Jun 2008
First published
05 Aug 2008

Chem. Commun., 2008, 4637-4639
Article type
Communication

Highly enantioselective organocatalytic formation of a quaternary carbon center via chiral Brønsted acid catalyzed self-coupling of enamides

C. Baudequin, A. Zamfir and S. B. Tsogoeva, Chem. Commun., 2008, 4637 DOI: 10.1039/B804477E

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