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Base-promoted reaction of methyl 4,6-O-benzylidene-3-deoxy-hexopyranosid-2-ulose and various arylamines
Authors:Jun Sun  Xuefeng Zhang  Fulong LiChunyong Ding  Wenjuan Wu
Affiliation:a School of Pharmacy, Guangdong Pharmaceutical University, Guangzhou 510006, China
b Synthetic Organic & Medicinal Chemistry Laboratory (SOMCL), Shanghai Institute of Materia Medica (SIMM), Chinese Academy of Sciences (CAS), Shanghai 201203, China
Abstract:Reaction of methyl 4,6-O-benzylidene-3(2)-deoxy-hexopyranosid-2(3)-ulose (1) with various arylamines under Bargellini reaction conditions was investigated. A series of unique enaminoketones 3-12 was obtained unexpectedly under basic conditions in 52-72% yield.
Keywords:Aminoglycosidation   Glycal   Arylamine   Base   Bargellini reaction
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