95110-55-7Relevant academic research and scientific papers
Halides-based electrophiles mediated epoxide ring-opening reactions of α,β-epoxysulfoxides in C6-series : Deoxygenation versus dehydration and an overall 1,2-keto transposition
Barillier, Daniel,Levillain, Jocelyne,Vazeux, Michel
, p. 5413 - 5424 (2007/10/02)
New syntheses of α-thiosubstituted carbonyl compounds with the carbonyl carbon being the one that originally does not carry the sulfoxide group from six-membered ring α,β-epoxysulfoxides and several halides-based electrophiles are described. Mechanistic considerations for deoxygenation as well as dehydration reactions are also discussed. In addition, methodology for achieving 1,2-carbonyl transposition starting with isomerically pure cyclohexenyl sulfides derived from isophorone and cholestan-3-one is briefly reported.
Synthesis of α-Phenylthio Enones and Esters of α-Phenylthio Alkenoic Acids
Durman, John,Grayson, J.Ian,Hunt, Paul G.,Warren, Stuart
, p. 1939 - 1946 (2007/10/02)
The title compounds can be made by a Pummerer dehydration from the corresponding saturated sulphoxides.The alkylation of anions from saturated and unsaturated ketones is described.
α,β-Epoxy Sulfoxides as Useful Intermediates in Organic Synthesis. I. A Novel Synthesis of Dialkyl Ketones and a Synthesis of Aldehydes from Ketones by One Carbon Elongation
Satoh, Tsuyoshi,Kaneko, Youhei,Izawa, Takao,Sakata, Kiichi,Yamakawa, Koji
, p. 1983 - 1990 (2007/10/02)
Treatment of α,β-epoxy sulfoxides, prepared from 1-chloroalkyl phenyl sulfoxides with ketones or aldehydes, with sodium benzeneselenolate gives dialkyl ketones or aldehydes in good yields under mild conditions.The mechanism of this reaction and an application of this process to a formal total synthesis of dihydrojasmone are described.
α,β-Epoxy Sulfoxides as Useful Intermediates in Organic Synthesis. II. A Novel Synthesis of α-Sulfenylated Ketones and α-Sulfenylated Aldehydes from α,β-Epoxy Sulfoxides
Satoh, Tsuyoshi,Kumagawa, Takumi,Yamakawa, Koji
, p. 2849 - 2854 (2007/10/02)
Treatment of α,β-epoxy sulfoxides, prepared from 1-chloroalkyl phenyl sulfoxides and carbonyl compounds, with various kinds of alkane- or arenethiolates afforded α-sulfenylated ketones in good yields.This method also offered a novel procedure for a synthe
A NOVEL SYNTHESIS OF DIALKYL KETONES AND α-SULFENYLATED CARBONYL COMPOUNDS FROM α,β-EPOXY SULFOXIDES
Satoh, Tsuyoshi,Kaneko, Youhei,Kumagawa, Takumi,Izawa, Takao,Sakata, Kiichi,Yamakawa, Koji
, p. 1957 - 1960 (2007/10/02)
Treatment of α,β-epoxy sulfoides with excess sodium phenylselenide and various kinds of alkylthiolates gave dialkyl ketones and α-sulfenylated carbonyl compounds, respectively, in good yields under mild conditions.
