Stereoselective cycloaddition of 1-glucosyl-1,3-butadienes with tert-butyl 2H-azirine-3-carboxylate, glyoxylates and imines |
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| Authors: | M.José Alves,I.G. AlmeidaA. Gil Fortes,A.P. Freitas |
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| Abstract: | ![]()
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. |
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| Keywords: | cycloaddition 1,3-butadienes 2H-azirines glyoxylates imines |
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