Tetrahedron
Tetrahedron
5 years ago

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

A versatile route to 2,4,6-trideoxy-4-aminohexoses: Stereoselective syntheses of d-vicenisamine and its epimers via iodocyclization of carbamate
Stereoselective syntheses of the 2,4,6-trideoxy-4-amino sugar d-vicenisamine and its epimers 3-epi- and 4-epi-d-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.

Publisher URL: www.sciencedirect.com/science

DOI: S0040402017310244

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