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

被引：4

作者：

Alves, MJ

Almeida, IG

Fortes, AG

Freitas, AP

机构：

[1] Univ Minho, Dept Quim, P-4710057 Braga, Portugal

[2] Univ Fernando Pessoa, P-4200150 Oporto, Portugal

来源：

TETRAHEDRON LETTERS | 2003年 / 44卷 / 35期

关键词：

cycloaddition; 1,3-butadienes; 2H-azirines; glyoxylates; imines;

D O I：

10.1016/S0040-4039(03)01696-4

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

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. (C) 2003 Elsevier Ltd. All rights reserved.

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页码：6561 / 6565

页数：5

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