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Synlett 2014; 25(5): 696-700
DOI: 10.1055/s-0033-1340629
DOI: 10.1055/s-0033-1340629
letter
Highly Regioselective Diels–Alder Reaction of 9-Substituted Anthracenes with Citraconic Anhydride
Weitere Informationen
Publikationsverlauf
Received: 25. November 2013
Accepted after revision: 19. Dezember 2013
Publikationsdatum:
14. Januar 2014 (online)


Abstract
The regioselectivity in the Diels–Alder reaction of 9-substituted anthracenes having electron-releasing substituents with citraconic anhydride has been investigated. The ortho regioisomer is preferred in all the cases with good yield. The reaction proceeded best under conventional heating conditions in toluene.
Key words
Diels–Alder reaction - regioselective - diastereoselectivity - cycloaddition - solvent effectsSupporting Information
- for this article is available online at http://www.thieme-connect.com/ejournals/toc/synlett.
- Supporting Information