High stereoselectivity on low temperature Diels-Alder reactions

We have found that some of the usually poor dienophiles (2-cycloenones) can undergo Diels-Alder reaction at -78°C with unusually high stereoselectivity in the presence of niobium pentachloride as a Lewis acid catalyst. A remarkable difference in reaction rates for unsubstituted and α- or β-methyl su...

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Bibliographic Details
Main Authors: Luiz Carlos da Silva Filho, Valdemar Lacerda Júnior, Mauricio Gomes Constantino, Gil Valdo José da Silva, Paulo Roberto Invernize
Format: Article
Language:English
Published: Beilstein-Institut 2005-12-01
Series:Beilstein Journal of Organic Chemistry
Online Access:https://doi.org/10.1186/1860-5397-1-14