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Paper | Special issue | Vol 99, No. 2, 2019, pp.1304-1314
Published online, 20th February, 2019
DOI: 10.3987/COM-18-S(F)101
1,2-cis-Selective Formation of a Unique Amino-Containing Amino Glycoside by Endocyclic Cleavage Strategy

Shino Manabe* and Yukishige Ito*

*Synthetic Cellular Chemistry Laboratory, RIKEN, Hirosawa, Wako, Saitama 351-0198, Japan

Abstract

2-Acetamido-4-amino-2,4,6-trideoxy-α-D-galactopyranoside (AAT), a unique aminated sugar unit, is often found in zwitterionic polysaccharides. Stereoselective formation of the 1,2-cis linkage of these unique sugar derivatives was achieved by an anomerization reaction based on an endocyclic cleavage process.