title: Expeditious syntheses of conjugated allenyl esters and oxazoles through a cascade reaction of alpha-alkynyl malonates under alkaline conditions.
abstract: Diethyl alpha-alkynyl-alpha-methoxymalonates (2a--e) were smoothly hydrolyzed and then decarboxylated under alkaline conditions employing 1 N KOH in EtOH to give conjugated allenyl esters (6a--e) in high yields, and similar alkaline treatment of diethyl alpha-alkynyl-alpha-acetylaminomalonates (5a, b, d, e) furnished unexpectedly the oxazoles (7a, b, d, e) having three substituent groups in excellent yields.
authors.affiliation: Graduate School of Pharmaceutical Sciences, The University of Tokushima, Japan.
authors.forename: Shigeki
authors.initials: S
authors.lastname: Sano
authors.forename: Hisashi
authors.initials: H
authors.lastname: Shimizu
authors.forename: Kweon
authors.initials: K
authors.lastname: Kim
authors.forename: Woo Song
authors.initials: WS
authors.lastname: Lee
authors.forename: Motoo
authors.initials: M
authors.lastname: Shiro
authors.forename: Yoshimitsu
authors.initials: Y
authors.lastname: Nagao
mesh_terms: D000468:Alkalies; D000480:Alkynes / Q000138:chemical synthesis*; D032701:Biomimetics; D015853:Cysteine Proteinase Inhibitors / Q000494:pharmacology; D004952:Esters / Q000138:chemical synthesis*; D006868:Hydrolysis; D007202:Indicators and Reagents; D009682:Magnetic Resonance Spectroscopy; D008314:Malonates / Q000138:chemical synthesis*; D008956:Models, Chemical; D008958:Models, Molecular; D008968:Molecular Conformation; D010080:Oxazoles / Q000138:chemical synthesis*; D021241:Spectrometry, Mass, Electrospray Ionization; D013055:Spectrophotometry, Infrared; D013237:Stereoisomerism
chemical_list: D000468:Alkalies; D000480:Alkynes; D015853:Cysteine Proteinase Inhibitors; D004952:Esters; D007202:Indicators and Reagents; D008314:Malonates; D010080:Oxazoles