A convenient synthesis of novel aza-C-disaccharide analogues

作者：Zhang, Pingzhu; Li, Cuicui; Yang, Hailong; Wei, Hua; Xia, Zhichao; Ma, Donglai; Chen, Hua; Wang, Kerang; Li, Xiaoliu^*

来源：Carbohydrate Research, 2014, 398: 36-39.

DOI：10.1016/j.carres.2014.05.016

• Aza-C-disaccharide
• Isoxazoline
• Pd(OH)(2)/C
• C=N reduction

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, condensationcyclization 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.

• 出版日期2014-10-29
• 单位河北大学