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Stereoselective cycloaddition of 1-glucosyl-1,3-butadienes with tert-butyl 2H-azirine-3-carboxylate, glyoxylates and imines

Title
Stereoselective cycloaddition of 1-glucosyl-1,3-butadienes with tert-butyl 2H-azirine-3-carboxylate, glyoxylates and imines
Type
Article in International Scientific Journal
Year
2003
Authors
Alves, MJ
(Author)
Other
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Almeida, IG
(Author)
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Fortes, AG
(Author)
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Victor de Freitas
(Author)
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Journal
Title: Tetrahedron LettersImported from Authenticus Search for Journal Publications
Vol. 44
Pages: 6561-6565
ISSN: 0040-4039
Publisher: Elsevier
Other information
Authenticus ID: P-000-FH2
Abstract (EN): 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.
Language: English
Type (Professor's evaluation): Scientific
No. of pages: 5
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