10.1021/acs.joc.6b02038.s004 Vijay M. Dhurandhare Vijay M. Dhurandhare Yuh-Sheng Wen Yuh-Sheng Wen Sachin D. Gawande Sachin D. Gawande Pin-Hsuan Liao Pin-Hsuan Liao Cheng-Chung Wang Cheng-Chung Wang Synthesis of d‑Galactosamine and d‑Allosamine Derivatives via a Microwave-Assisted Preparation of 1,6-Anhydroglucosamine American Chemical Society 2016 O 4. Epimerization obviate Anhydroglucosamine differentiation Derivative microwave-assisted intramolecular anomeric protection well-controlled anhydroglucosamine Microwave-Assisted transformation Synthesi Preparation N 2 functionality O 3 O 6 protection O 4 anhydrogalactosamine iMAP glucosamine galactosamine anhydroallosamine allosamine 2016-10-24 00:00:00 Dataset https://acs.figshare.com/articles/dataset/Synthesis_of_d_Galactosamine_and_d_Allosamine_Derivatives_via_a_Microwave-Assisted_Preparation_of_1_6-Anhydroglucosamine/4206639 We report a microwave-assisted intramolecular anomeric protection (iMAP) of glucosamine, which facilitates concise transformation of 1,6-anhydroglucosamine into 1,6-anhydrogalactosamine and 1,6-anhydroallosamine. The iMAP simultaneously obviates both the <i>O</i>1 and <i>O</i>6 protection, and the differentiation between <i>O</i>3 and <i>O</i>4 can be well-controlled by the <i>N</i>2 functionality because of the hydrogen bonding between <i>N</i>2 and <i>O</i>4. Epimerization of <i>O</i>4 afforded the galactosamine derivative and that of <i>O</i>3 yielded allosamine.