Synthesis of 1-azafagomine analog and 1-N-phenyl carboxamide 1-azafagomine cont...

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

- 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 ...

Fundação para a Ciência e a Tecnologia (FCT) - PTDC/QUI/67407/2006

Highly diastereoselective synthesis of 2-azabicyclo[2.2.1]hept-5-ene derivative...

The cycloaddition between protonated glyoxylate imines possessing two chiral auxiliaries, N-(S)- or N-(R)-1-phenylethyl and (-)-8-phenylmenthyl or (+)-8- phenylneomenthyl, and cyclopentadiene is described. The absolute configuration of all adducts formed was unequivocally assigned through NMR, specific optical rotation and X-ray data of appropriated derivatives. Experimental results confirm the highly exoselect...

Synthesis of 5-substituted piperazinic acid precursors

Enantioselective Diels-Alder methodology in the synthesis of azasugars

Chemoenzymatic synthesis of 1-azafagomine analogues

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

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...

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

Study based on electronic descriptors of the diastereoselective aza-diels-alder...

Cycloaddition of chiral [(1R)-10-(N,N-diethylsulfamoyl)isobornyl] 2H-azirine-3-carboxylate to E,E-1,4-diacetoxy-1,3-butadiene shows complete diatereoselectivity giving a single cycloadduct (-)-(2S,5R,6R)-6-[(1R)-10-(N,N-diethylsulfamoyl)isobornyloxycarbonyl]-1-azabicyclo[4.1.0]hept-3-ene-2,5-diyldiacetate. Our main objective is to identify electronic/steric parameters capable of describing the observed tendenci...