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Synthetic Communications
An International Journal for Rapid Communication of Synthetic Organic Chemistry
Volume 22, 1992 - Issue 20
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Original Articles

High Pressure Lewis-Acid Catalyzed Diels-Alder Reactions of 3-Methyl-2-cyclopenten-1-one. A New Construction of Angularly Methylated Hydrindanones

Lucio Minuti Dipartimento di Chimica, Università di Perugia, Via Elce di Sotto, 8 -06100, Perugia, Italy
,
Hans W. Scheeren Department of Organic Chemistry, University of Nijmegen, Toernooiveld, 6525, ED Nijmegen, The Netherlands
,
Roberta Selvaggi Dipartimento di Chimica, Università di Perugia, Via Elce di Sotto, 8 -06100, Perugia, Italy
&
Aldo Taticchi Dipartimento di Chimica, Università di Perugia, Via Elce di Sotto, 8 -06100, Perugia, Italy
Pages 2965-2969 | Received 04 Jun 1992, Published online: 23 Sep 2006
 
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Abstract

The Diels-Alder reactions of 3-methyl-2-cyclopenten-1-one with simple acyclic dienes under high pressure in combination with EtAlCl2 are described. Angularly methylated hydrindanones were isolated in reasonably to good yields. Structure analysis of the reaction products by NMR spectroscopy is presented.

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