85058-04-4Relevant academic research and scientific papers
New Synthetic Methods, 10. - β-Ketosulfones, Useful Ethylenediide Equivalents: The Synthesis of Unsaturated Carboxylic Acids
Scholz, Dieter
, p. 264 - 272 (2007/10/02)
α-Alkyl-thiolated cycloalkanones are, after oxidation to sulfones, ring-opened by halogenation to yield α-halosulfones.Ramberg-Baecklund rearrangement forms unsaturated carboxylic acids.The position of the newly formed double bond is fixed by the ring siz
New Synthetic Methods, 7. - β-Ketosulfones, Useful Ethylenediide Equivalents for the Preparation of Olefins and the Synthesis of 6-Nonen-1-ol, the Sex Attractant of the Mediterranean Fruit Fly (Ceratitus capitata)
Scholz, Dieter
, p. 98 - 106 (2007/10/02)
β-Ketosulfones, which form dianions (α and γ position), are alkylated in both positions.Brominating cleavage gives α-bromosulfones which, by Ramberg-Baecklund rearrangement, form olefins.The synthesis of 6-nonen-1-ol, starting from 2-(methylsulfonyl)cyclohexanone, is described.
