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A convenient synthesis of novel aza-C-disaccharide analogues.

Authors :
Zhang, Pingzhu
Li, Cuicui
Yang, Hailong
Wei, Hua
Xia, Zhichao
Ma, Donglai
Chen, Hua
Wang, Kerang
Li, Xiaoliu
Source :
Carbohydrate Research. Oct2014, Vol. 398, p36-39. 4p.
Publication Year :
2014

Abstract

Novel aza- C -disaccharide analogues have been conveniently synthesized by using the isoxazoline-linked C -disaccharide derivatives as the intermediates. Firstly, the C N of isoxazoline was reduced to C–N by using DIBAL-H as reducing agent, then followed by the tandem multi-step reactions through catalytic hydrogenation with Pd(OH) 2 /C involving debenzylated, reductive cleavage of the N–O, condensation–cyclization of the aldehyde and the in situ generated amine group to form imine C N and then C N hydrogenation to form C–N, thus providing a practical and new access to the synthesis of novel aza- C -disaccharide analogues. [ABSTRACT FROM AUTHOR]

Details

Language :
English
ISSN :
00086215
Volume :
398
Database :
Academic Search Index
Journal :
Carbohydrate Research
Publication Type :
Academic Journal
Accession number :
98808449
Full Text :
https://doi.org/10.1016/j.carres.2014.05.016