Issue 87, 2013
From the journal:

Chemical Communications

A donor–acceptor cyclopropene as a dipole source for a silver(i) catalyzed asymmetric catalytic [3+3]-cycloaddition with nitrones†

Xinfang Xu,a   Peter J. Zavalija  and  Michael P. Doyle*a  

* Corresponding authors

a Department of Chemistry and Biochemistry, University of Maryland, College Park, Maryland, USA
E-mail: mdoyle3@umd.edu
Fax: +1 301-314-2779

Abstract

Silver(I)-catalyzed asymmetric formal [3+3]-cycloaddition of nitrones with a donor–acceptor cyclopropene, formed in situ from dirhodium acetate-catalyzed dinitrogen extrusion/intramolecular cyclization of enoldiazoacetates, effectively generates 3,6-dihydro-1,2-oxazine derivatives in high yield and with exceptional stereocontrol.

Graphical abstract: A donor–acceptor cyclopropene as a dipole source for a silver(i) catalyzed asymmetric catalytic [3+3]-cycloaddition with nitrones

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Article information

DOI
https://doi.org/10.1039/C3CC46415F
Article type
Communication
Submitted
21 Aug 2013
Accepted
09 Sep 2013
First published
10 Sep 2013

Chem. Commun., 2013,49, 10287-10289

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A donor–acceptor cyclopropene as a dipole source for a silver(I) catalyzed asymmetric catalytic [3+3]-cycloaddition with nitrones

X. Xu, P. J. Zavalij and M. P. Doyle, Chem. Commun., 2013, 49, 10287 DOI: 10.1039/C3CC46415F

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