title: An efficient synthesis of a new series of acyclonucleosides starting from beta-amino alcohols.
abstract: A series of new acyclonucleosides analogues 3 has been synthesized very efficiently in three steps starting from beta-amino alcohols 1. The key step of this process is a nucleophilic substitution with various nucleophiles on 2,2'-anhydronucleosides 2. The chemo- and stereoselectivities of this reaction are discussed. AM1 calculations sustained the observed chemoselectivity.
authors.affiliation: Laboratoire de Synthèse Asymétrique (UMR CNRS 7611), Université P. et M. Curie, Paris, France.
authors.forename: C
authors.initials: C
authors.lastname: Agami
authors.forename: L
authors.initials: L
authors.lastname: Dechoux
authors.forename: L
authors.initials: L
authors.lastname: Hamon
authors.forename: M
authors.initials: M
authors.lastname: Melaimi
mesh_terms: D000605:Amino Alcohols / Q000737:chemistry*; D000998:Antiviral Agents / Q000138:chemical synthesis*; D009682:Magnetic Resonance Spectroscopy; D011743:Pyrimidines / Q000138:chemical synthesis; D011744:Pyrimidinones / Q000138:chemical synthesis; D014498:Uracil / Q000031:analogs & derivatives* / Q000138:chemical synthesis / Q000494:pharmacology
chemical_list: D000605:Amino Alcohols; D000998:Antiviral Agents; D011743:Pyrimidines; D011744:Pyrimidinones; D014498:Uracil