The efficient synthesis of the ester side chains of homoharringtonine and harringtonine using lactones as building blocks has been developed. The synthesis used classic reactions from readily available starting materials. Reactions of the lactone bearing an oxo-containing alpha-tetrasubstituted center with MeOH and cephalotaxine, respectively, proceeded smoothly to give the corresponding ring-opening products in 80% and 65% yield.
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Univ Paris Sud, UA CNRS, Ctr Etud Pharmaceut, F-92296 Chatenay Malabry, FranceUniv Paris Sud, UA CNRS, Ctr Etud Pharmaceut, F-92296 Chatenay Malabry, France
Keller, L
Dumas, F
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Univ Paris Sud, UA CNRS, Ctr Etud Pharmaceut, F-92296 Chatenay Malabry, FranceUniv Paris Sud, UA CNRS, Ctr Etud Pharmaceut, F-92296 Chatenay Malabry, France
Dumas, F
d'Angelo, J
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Univ Paris Sud, UA CNRS, Ctr Etud Pharmaceut, F-92296 Chatenay Malabry, FranceUniv Paris Sud, UA CNRS, Ctr Etud Pharmaceut, F-92296 Chatenay Malabry, France
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Servier Res Inst Med Chem, H-1031 Budapest, HungaryServier Res Inst Med Chem, H-1031 Budapest, Hungary
Zwillinger, Marton
Soregi, Petra
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Servier Res Inst Med Chem, H-1031 Budapest, Hungary
Eotvos Lorand Univ, Hevesy Gyorgy PhD Sch Chem, H-1117 Budapest, HungaryServier Res Inst Med Chem, H-1031 Budapest, Hungary
Soregi, Petra
Sanchez, Florian
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Ludwig Maximilians Univ Munchen, D-81377 Munich, GermanyServier Res Inst Med Chem, H-1031 Budapest, Hungary
Sanchez, Florian
Douat, Celine
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Ludwig Maximilians Univ Munchen, D-81377 Munich, GermanyServier Res Inst Med Chem, H-1031 Budapest, Hungary
Douat, Celine
Csekei, Marton
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Servier Res Inst Med Chem, H-1031 Budapest, HungaryServier Res Inst Med Chem, H-1031 Budapest, Hungary
Csekei, Marton
Huc, Ivan
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Ludwig Maximilians Univ Munchen, D-81377 Munich, GermanyServier Res Inst Med Chem, H-1031 Budapest, Hungary
Huc, Ivan
Kotschy, Andras
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Servier Res Inst Med Chem, H-1031 Budapest, HungaryServier Res Inst Med Chem, H-1031 Budapest, Hungary