A novel free C-12 higher carbon sugar: asymmetric synthesis and reactivity with nucleophiles

作者：Liu Hong Min^*; Liu Feng Wu; Song Xiao Ping; Zhang Jing Yu; Yan Lin

来源：Tetrahedron: Asymmetry , 2006, 17(23): 3230-3236.

DOI：10.1016/j.tetasy.2006.11.042

A novel C-12 higher carbon sugar, (1R)-(1,4:3,6-dianhydro-D-mannitol-2-yl)- 1,4:3,6-dianhydro-D-fructose, was firstly synthesized via a convenient aldol reaction of 1,4:3,6-dianhydro-D-fructose without any protection and activation of functional groups. The reactivity of the novel higher sugar with nucleophiles was also studied, through which a series of oxazolidines and other derivatives of the higher sugar were available. The study showed that the higher sugar possesses a highly reactive carbonyl group and a good stereo controlling ability in the reaction.

• 出版日期2006-12-11
• 单位郑州大学