Issue 20, 2009
From the journal:

Organic & Biomolecular Chemistry

Regioselective synthesis of 4-acyl-1-hydroxy-2,3-benzodioates by chelation-controlled [3+3] annulation of 3-acyl-4-ethoxy-2-oxo-3-enoates with 1,3-bis(trimethylsilyloxy)-1,3-butadienes†

Abdolmajid Riahi,ab   Mohanad Shkoor,a   Olumide Fatunsin,a   Rasheed Ahmad Khera,a   Christine Fischera  and  Peter Langer*ab  

* Corresponding authors

a Institut für Chemie, Universität Rostock, Albert-Einstein-Str. 3a, Germany
E-mail: peter.langer@uni-rostock.de
Fax: 00 49 381 49864112
Tel: 0049 381 4986410

b Leibniz-Institut für Katalyse e. V. an der Universität Rostock, Albert-Einstein-Str. 29a, Germany

Abstract

4-Acyl-1-hydroxy-2,3-benzodioates were regioselectively prepared by chelation-controlled [3+3] cyclization of 1,3-bis(trimethylsilyloxy)-1,3-butadienes with 3-acyl-4-ethoxy-2-oxo-3-enoates.

Graphical abstract: Regioselective synthesis of 4-acyl-1-hydroxy-2,3-benzodioates by chelation-controlled [3+3] annulation of 3-acyl-4-ethoxy-2-oxo-3-enoates with 1,3-bis(trimethylsilyloxy)-1,3-butadienes

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Article information

DOI
https://doi.org/10.1039/B905556H
Article type
Paper
Submitted
19 Mar 2009
Accepted
03 Jul 2009
First published
11 Aug 2009

Org. Biomol. Chem., 2009,7, 4248-4251

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Regioselective synthesis of 4-acyl-1-hydroxy-2,3-benzodioates by chelation-controlled [3+3] annulation of 3-acyl-4-ethoxy-2-oxo-3-enoates with 1,3-bis(trimethylsilyloxy)-1,3-butadienes

A. Riahi, M. Shkoor, O. Fatunsin, R. A. Khera, C. Fischer and P. Langer, Org. Biomol. Chem., 2009, 7, 4248 DOI: 10.1039/B905556H

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