Stereoselective uncatalyzed synthesis of 2,3-unsaturated-4-N-substituted-β-O-glycosides by means of a new D-galactal-derived N-(mesyl)-aziridine

被引:17
作者
Di Bussolo, V [1 ]
Romano, MR [1 ]
Favero, L [1 ]
Pineschi, M [1 ]
Crotti, P [1 ]
机构
[1] Univ Pisa, Dipartimento Chim Bioorgan & Biofarm, I-56126 Pisa, Italy
关键词
D O I
10.1021/jo051877p
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
The reaction of the new (D)-galactal-derived allylic aziridine 1 beta with O-nucleophiles (alcohols and monosaccharides) affords, in a high to complete beta-stereoselectivity, the corresponding 2,3-unsaturated-beta-O-glycosides bearing a beta-N-functionality at C(4).
引用
收藏
页码:1696 / 1699
页数:4
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