95270-02-3Relevant academic research and scientific papers
DIVERGENT SYNTHESIS OF 1,3- AND 1,4-DIKETONES FROM β-METHOXY-γ-PHENYLTHIO KETONES ACCESSIBLE THROUGH NOVEL PHENYLTHIO MIGRATION REACTION
Sato, Tsuneo,Inoue, Masami,Kobara, Satoru,Otera, Junzo,Nozaki, Hitosi
, p. 91 - 94 (2007/10/02)
Both 1,3- and 1.4-diketones are obtained from common precursors, β-methoxy-γ-phenylthio ketones.These compounds are derived through the novel phenylthio migration reaction of the aldehyde adducts with methoxy(phenylthio)-methane upon exposure to enol silyl ethers.The compounds thus obtained are converted into 1,3- and 1,4-diketones.
Conjugate Additions to α,β-Unsaturated Sulphoxides: Syntheses of Cyclopentenones and 9-Deoxyprostanoids
Brown, Peter J.,Jones, D. Neville,Khan, M. Akram,Meanwell, Nicholas A.,Richards, Pamela J.
, p. 2049 - 2060 (2007/10/02)
1,4-Dicarbonyl compounds, and hence cyclopentenone derivatives, were prepared by conjugate additions of enolate and related anions to α,β-unsaturated sulphoxides, followed by sulphoxide-ketone transformations.These transformations involved trapping the intermediate α-sulphinyl carbanions with dimethyl disulphide to give thioacetal monooxide derivatives, or Pummerer rearrangements of the sulphoxides to give alkenyl sulphides. 3-Substituted 2-ethoxycarbonylcyclopentenones prepared in this way were converted into 9-deoxyprostanoids and their 12-ethoxycarbonyl derivatives, the latter by use of 2-phenylsulphinyloct-1-en-3-one as an electrophilic prostanoid β-side-chain precursor.
