Stereoselective cycloaddition of 1-glucosyl-1,3-butadienes with tert-butyl 2H-a...

• Autor(es): Alves, M. José ; Almeida, I. G. ; Fortes, A. Gil ; Freitas, A. P.
• Data: 2003
• Identificador Persistente: http://hdl.handle.net/1822/1843
• Origem: RepositóriUM - Universidade do Minho
• Assunto(s): Cycloaddition; 1,3-butadienes; 2H-azirines; Glyoxylates; Imines
• Tipo de Documento: Artigo
• Idioma: Inglês

Descrição

Glucosyl dienes 1 have been reacted with the achiral 2H-azirine 4 and with glyoxylates, forming fused structures of type 5 and disaccharide-like compounds 7 with good to excellent selectivity. Glucosyl dienes 1 participated as dienophiles in reactions with Schiff bases derived from anilines forming isoquinolines 10 and 11. The diastereoselectivity of this reaction is poor.