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Enantiospecific 1,3-Dipolar Cycloadditions between Azadienophiles and 2-Phenyl-...

Ribeiro, Antonio; Alves, M. José; Sousa, Cristina; Fortes, A. Gil


Synthesis of 2-n-benzyl carboxamide derivates of 1-azafagomine

Mendes, Raquel; Duarte, Vera C. M.; Fortes, A. Gil; Alves, M. José


1,3-dipolar cycloaddition of (2R,4aR,8aS)-2-phenyl-4,4a-dihydropyrano[3,2-d][1,...

Ribeiro, Antonio; Sousa, Cristina; Alves, M. José; Fortes, A. Gil


Asymmetric diels-alder reaction of tert-butyl 2H-azirine-3-carboxylate by a se...

Duarte, Vera C. M.; Faustino, H.; Salgueiro, D. A. L.; Fortes, A. Gil; Alves, M. José


Diastereo-selectivity of diels-alder cycloaddtions of erythrose benzylidene-ace...

Salgueiro, D. A. L.; Duarte, Vera C. M.; Alves, M. José; Fortes, A. Gil


Diastereo-selectivity in diels–alder cycloadditions of erythrose benzylidene-ac...

Salgueiro, D. A. L.; Duarte, Vera C. M.; Sousa, Cristina; Alves, M. José; Fortes, A. Gil

Maleimides were combined with D-erythrose benzylidene-acetal 1,3-butadienes 1 and 2 to study the facial selectivity of the Diels-Alder cycloadditions. The selectivity was found to be from moderate to good. The reaction diastereotopicity can be reversed with the temperature. Simultaneous coordination of diene 1, having a free hydroxyl group, and maleimide 3 to a chiral bimetallic Lewis acid catalyst (LACASA-DA r...


Diels-alder cycloaddition in the synthesis of 1-azafagomine, analogs, and deriv...

Salgueiro, D. A. L.; Sousa, Cristina; Fortes, A. Gil; Alves, M. José

This comprehensive review deals with the synthesis of 1-azafagomine, analogs, and derivatives having the Diels-Alder cycloaddition as the key step. Most of the compounds referred are racemic or have been resolved by lipase transesterification. There are two asymmetric cycloadditions leading to 1-azafagomine or to an analog. In one case both enantiomers of 1-azafagomine were prepared together with a pair of deri...


Advances in the synthesis of Homochiral (-)-1-azafagomine and (+)-5-epi-1-azafa...

Alves, M. José; Costa, Flora Teixeira e; Duarte, Vera C. M.; Fortes, A. Gil; Martins, J. A. R.; Micaelo, N. M.

- A new expeditious preparation of homochiral (-)-1-azafagomine, and (+)-5-epi-1-azafagomine has been devised. Stoodley´s diastereoselective cycloaddition of dienes bearing a 2,3,4,6-tetraacetyl glucosyl chiral auxiliary to 4-phenyl-1,2,4-triazole-3,5-dione, was merged with Bols protocol for functionalizing alkenes into molecules bearing a glucosyl framework. Homochiral (+)-5-epi-1-azafagomine was synthetized f...


The synthesis of an homochiral aziridine as a useful synton to iminosugars and ...

Sousa, C. E. A.; Alves, M. José; Fortes, A. Gil; Salgueiro, D. A. L.; Duarte, Vera C. M.


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    Financiadores do RCAAP

Fundação para a Ciência e a Tecnologia Universidade do Minho   Governo Português Ministério da Educação e Ciência Programa Operacional da Sociedade do Conhecimento União Europeia