635678-43-2Relevant articles and documents
Investigation of Lewis Acid-Catalyzed Asymmetric Aza-Diels-Alder Reactions of 2H-Azirines
Timen, Asa Sjoeholm,Somfai, Peter
, p. 9958 - 9963 (2007/10/03)
Asymmetric Diels-Alder reactions with 2H-azirines as dienophiles have been studied. Diastereoselective reactions with an enantiopure azirine 1b, bearing a chiral auxiliary, gave substituted bi- and tricyclic tetrahydropyridines in high yield and stereoselectivity, under the influence of a Lewis acid. The novel enantioselective [4+2] cycloaddition reaction of 3-benzyl-2H-azirine carboxylate with cyclopentadiene was investigated with various chiral Lewis acid complexes and provided the corresponding tetrahydropyridines in moderate to low yield and enantioselectivity.