Issue 1, 2011
From the journal:

Chemical Communications

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

Ke-Jia Wu,a   Gong-Qiang Li,a   Yi Li,a   Li-Xin Daia  and  Shu-Li You*a  

* Corresponding authors

a State Key Laboratory of Organometallic Chemistry, Shanghai Institute of Organic Chemistry, Chinese Academy of Sciences, 345 Lingling Lu, Shanghai 200032, P. R. China
E-mail: slyou@mail.sioc.ac.cn
Fax: (+86) 21-54925087

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

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Article information

DOI
https://doi.org/10.1039/C0CC01769H
Article type
Communication
Submitted
07 Jun 2010
Accepted
28 Sep 2010
First published
18 Oct 2010

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

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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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