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Synthesis of (2'r,4a'r,8a's)-8'-(Benzylamino)-2'-Phenyldihydro-4'h-Spiro[Diazir...

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

Highly diastereoselective synthesis of aza-diels-alder reaction of danishefsky ...

Aza-Diels-Alder reaction is an exceptionally powerful synthetic method for the construction of six-membered nitrogen-heterocycles.[1-3] The reaction of Danishefsky's diene 1 with iminoacetates 2 (imines of glyoxylates) provides a convenient protocol for the synthesis of pipiridone adducts 3 (Scheme 1). In this context, we have performed the synthesis of various cycloadducts, precursors of a wide variety of chir...

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

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

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

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

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...

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

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...

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...