A versatile route to 2,4,6-trideoxy-4-aminohexoses: Stereoselective syntheses of D-vicenisamine and its epimers via iodocyclization of carbamate

作者：Matsushima Yoshitaka^*; Kino Jun

来源：Tetrahedron, 2017, 73(49): 6831-6839.

DOI：10.1016/j.tet.2017.10.009

• Deoxyamino sugar
• Iodocyclization
• Vicenisamine
• Asymmetric synthesis
• Sharpless asymmetric dihydroxylation

Stereoselective syntheses of the 2,4,6-trideoxy-4-amino sugar D-vicenisamine and its epimers 3-epi- and 4-epi-o-vicenisamine were accomplished via stereoselective nitrogen functional group introduction and iodocyclization of carbamate. This versatile synthetic route started from the enantiomerically pure diol obtained from ethyl sorbate by Sharpless asymmetric dihydroxylation.

• 出版日期2017-12-7