Issue 1, 2011

N-Heterocyclic carbene-catalyzed tandem aza-benzoin/Michael reactions: on site reversal of the reactivity of N-Boc imines

Abstract

A tandem NHC-catalyzed aza-benzoin/Michael reaction has been developed as a method to efficiently produce dihydroindenones and pyrrolidinone-containing tricycles. The novel reaction pattern involves tert-butyl aryl(tosyl)methylcarbamates reacting as both electrophile and nucleophile on the same carbon.

Graphical abstract: N-Heterocyclic carbene-catalyzed tandem aza-benzoin/Michael reactions: on site reversal of the reactivity of N-Boc imines

Supplementary files

Article information

Article type
Communication
Submitted
07 Jun 2010
Accepted
28 Sep 2010
First published
18 Oct 2010

Chem. Commun., 2011,47, 493-495

N-Heterocyclic carbene-catalyzed tandem aza-benzoin/Michael reactions: on site reversal of the reactivity of N-Boc imines

K. Wu, G. Li, Y. Li, L. Dai and S. You, Chem. Commun., 2011, 47, 493 DOI: 10.1039/C0CC01769H

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