4435-19-2Relevant articles and documents
Samarium (II) iodide-induced intermolecular coupling of a,b-unsaturated esters with ketones: Reactions of methyl propiolate and ethyl buta-2,3-dienoate with cyclohexanone and its application to synthesis of a terpene carboxylic acid
Sono, Masakazu,Doi, Natsuki,Yoshino, Eri,Onishi, Sachiko,Fujii, Daiki,Tori, Motoo
supporting information, p. 1947 - 1950 (2013/04/10)
The reactions of methyl propiolate and ethyl buta-2,3-dienoate with cyclohexanone induced by SmI2 occurred either at a- or b-position to yield different products depending on with or without a proton source. The synthesis of terpenic acid was demonstrated using this reaction.
Trans-selective conversions of γ-hydroxy-α,β-alkynoic esters to γ-hydroxy-α,β-alkenoic esters
Meta, Christopher T.,Koide, Kazunori
, p. 1785 - 1787 (2007/10/03)
Matrix presented. γ-Hydroxy-α,β-acetylenic esters are used as precursors to prepare γ-hydroxy-α,β-alkenoic esters by means of trans-selective additions of two hydrogen atoms or one hydrogen atom and one iodine atom across the triple bonds. These methods a
Novel Synthesis of Five- and Six-Membered Spiro γ-Lactones in Rigid Bicyclic Systems
Cannone, Persephone,Belanger, Denis,Lemay, Gilles
, p. 3953 - 3959 (2007/10/02)
The reaction of bis(bromomagnesio)alkanes with bridged tricyclic endo- and exo-dicarboxylic anhydrides and their dihydro derivatives provides a general and versatile route to corresponding tricyclic spiro γ-butanolides.Futher extension of this methodology to the dianhydride of bicyclooctene showed appreciable regioselectivity.The subsequent transformation of spiro γ-lactones into 4-spiro-2-butenolides by retro-Diels-Alder reaction has provided a simple and convenient synthesis of these molecules.Proton and 13C NMR spectra are reported for most of the compounds.