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Synthesis of a protected trihydroxyindolizidine 3-carboxylate via a hetero-Diels–Alder addition of ethyl 2-nitrosoacrylate to a d-ribose-derived exo-glycal
Authors:Zoe S Massen  Evdoxia Coutouli-Argyropoulou  Vassiliki C Sarli  John K Gallos
Institution:Department of Chemistry, Aristotle University of Thessaloniki, Thessaloniki 54124, Greece
Abstract:A protected trihydroxyindolizidine 3-carboxylate was prepared by a 6-endo epoxide cleavage, which in turn was intermediately formed from the hetero-Diels–Alder adduct of ethyl 2-nitrosoacrylate to a d-ribose-derived exo-glycal.
Keywords:Polyhydroxylated indolizidine alkaloids  Ethyl bromopyruvate  Ethyl 2-nitrosoacrylate  Hetero-Diels&ndash  Alder cycloaddition  exo-Glycals  Catalytic hydrogenation
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