Issue 6, 2008
From the journal:

Chemical Communications

Stereoselective synthesis of spirocyclopentanones viaN-heterocyclic carbene-catalyzed reactions of enals and dienones†

Vijay Nair,*ab   Beneesh Pattoorpadi Babu,a   Sreekumar Vellalatha  and  Eringathodi Sureshc  

* Corresponding authors

a Organic Chemistry Section, National Institute for Interdisciplinary Science and Technology (CSIR), India
E-mail: vijaynair_2001@yahoo.com
Fax: +91 471 2491712
Tel: +91 471 2490406

b Jawaharlal Nehru Centre for Advanced Scientific Research, Bangalore, India

c Central Salt and Marine Chemicals Research Institute (CSIR), India

Abstract

Homoenolates generated from enals by nucleophilic heterocyclic carbene (NHC) catalysis undergo a conjugate addition/cyclization sequence with cyclic dienones, culminating in the efficient synthesis of spirocyclopentanones.

Graphical abstract: Stereoselective synthesis of spirocyclopentanones viaN-heterocyclic carbene-catalyzed reactions of enals and dienones

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Article information

DOI
https://doi.org/10.1039/B715733A
Article type
Communication
Submitted
11 Oct 2007
Accepted
22 Nov 2007
First published
10 Dec 2007

Chem. Commun., 2008, 747-749

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Stereoselective synthesis of spirocyclopentanones viaN-heterocyclic carbene-catalyzed reactions of enals and dienones

V. Nair, B. P. Babu, S. Vellalath and E. Suresh, Chem. Commun., 2008, 747 DOI: 10.1039/B715733A

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