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Synlett 2002(4): 0565-0568
DOI: 10.1055/s-2002-22717
DOI: 10.1055/s-2002-22717
LETTER
© Georg Thieme Verlag Stuttgart · New York
The Diels-Alder Reactions of 6,6-Dimethoxycyclohexa-2,4-dienone Generated by Pyrolysis of its Dimer
Further Information
Received
15 January 2002
Publication Date:
05 February 2007 (online)
Publication History
Publication Date:
05 February 2007 (online)
![](https://www.thieme-connect.de/media/synlett/200204/lookinside/thumbnails/10.1055-s-2002-22717-1.jpg)
Abstract
The MOB 2 generated in situ by the pyrolysis of its dimer 3 participated in Diels-Alder reactions with various olefinic and acetylenic dienophiles at 220 °C to provide bicyclo[2.2.2]octenones and bicyclo[2.2.2]octadienones, respectively. Reactions proceeded with high degree of regio- and stereoselectivity.
Key words
2-methoxyphenols - masked o-benzoquinones - retro-Diels-Alder reaction - Diels-Alder reaction - domino reactions
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