  Full Research PaperHigh stereoselectivity on low temperature Diels-Alder reactionsLuiz Carlos da Silva Filho, Valdemar Lacerda Júnior, Mauricio Gomes Constantino, Gil Valdo José da Silva and Paulo Roberto Invernize Departamento de Química, Faculdade de Filosofia, Ciências e Letras de Ribeirão Preto, Universidade de São Paulo, Av. Bandeirantes 3900, 14040-901 - Ribeirão Preto - SP, Brazil Beilstein Journal of Organic Chemistry 2005,
1:14doi:10.1186/1860-5397-1-14
|
|
| Published: |
9 December 2005 |
< previousabstractnext > Abstract
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 substituted 2-cycloenones was also observed.  < previousabstractnext > | 
on Google Scholar
