Issue 24, 2009
From the journal:

Chemical Communications

Formation and [3,3]-sigmatropic rearrangement of O-allyl nitronic esters: a new route to γ,δ-unsaturated nitro compounds†

Peter A. Wade,*a   Alma Pipic,a   Manikandan Santhanaramana  and  Hung T. Lea  

* Corresponding authors

a Department of Chemistry, Drexel University, Philadelphia, USA
E-mail: wadepa@drexel.edu
Fax: +1-215-895-1265
Tel: +1-215-895-2652

Abstract

O-Allyl nitronic esters that are obtained from tin(IV) catalyzed Diels–Alder reactions undergo thermal rearrangement to γ,δ-unsaturated nitro compounds.

Graphical abstract: Formation and [3,3]-sigmatropic rearrangement of O-allyl nitronic esters: a new route to γ,δ-unsaturated nitro compounds

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Article information

DOI
https://doi.org/10.1039/B902870F
Article type
Communication
Submitted
16 Feb 2009
Accepted
11 May 2009
First published
20 May 2009

Chem. Commun., 2009, 3531-3532

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Formation and [3,3]-sigmatropic rearrangement of O-allyl nitronic esters: a new route to γ,δ-unsaturated nitro compounds

P. A. Wade, A. Pipic, M. Santhanaraman and H. T. Le, Chem. Commun., 2009, 3531 DOI: 10.1039/B902870F

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