title: Asymmetric synthesis of cyclobutanones: synthesis of cyclobut-G.
abstract: A simple, efficient, and stereoselective approach has been developed for obtaining chiral cis- and trans-disubstituted cyclobutanones from readily available alkyl- and functionalized alkyl-substituted enol ethers. The usefulness of these cyclobutanones is illustrated by an enantioselective synthesis of cyclobut-G (Lobucavir).
authors.affiliation: Département de Chimie Moléculaire (SERCO) CNRS, UMR-5250, ICMG FR-2607, Université Joseph Fourier BP-53, 38041 Grenoble Cedex 9, France.
authors.forename: Benjamin
authors.initials: B
authors.lastname: Darses
authors.forename: Andrew E
authors.initials: AE
authors.lastname: Greene
authors.forename: Jean-François
authors.initials: JF
authors.lastname: Poisson
mesh_terms: D019380:Anti-HIV Agents / Q000138:chemical synthesis; D002384:Catalysis; D003500:Cyclization; D003503:Cyclobutanes / Q000138:chemical synthesis*; D004987:Ethers / Q000737:chemistry; D006147:Guanine / Q000031:analogs & derivatives* / Q000138:chemical synthesis; D006801:Humans; D009682:Magnetic Resonance Spectroscopy; D015394:Molecular Structure; D018894:Reverse Transcriptase Inhibitors / Q000138:chemical synthesis*; D013237:Stereoisomerism
chemical_list: D019380:Anti-HIV Agents; D003503:Cyclobutanes; D004987:Ethers; D018894:Reverse Transcriptase Inhibitors; D006147:Guanine; C063638:lobucavir