70941-87-6Relevant academic research and scientific papers
New synthesis of allylidenecyclobutanes by the reaction of cyclobutylmagnesium carbenoids with vinyl sulfones
Ishigaki, Masashi,Inumaru, Mio,Satoh, Tsuyoshi
, p. 5563 - 5566 (2011/11/07)
The reaction of cyclobutylmagnesium carbenoids, which were generated from 1-chlorocyclobutyl p-tolyl sulfoxides with EtMgCl via the sulfoxide-magnesium exchange reaction at low temperature, with carbanions derived from vinyl sulfones with n-BuLi or LDA re
A comparison of hydrogen bonding solvent effects on the singlet oxygen reactions of allyl and vinyl sulfides, sulfoxides, and sulfones
Stensaas, Kristina L.,McCarty, Brent V.,Touchette, Natacha M.,Brock, James B.
, p. 10683 - 10687 (2007/10/03)
The singlet oxygen (1Δg) photooxidations of 2-methyl-3-phenylthio-2-butene (1a), 1-[(4-nitrophenyl)thio]-2,3-dimethyl-2-butene (2c), 2-methyl-3-phenylsulfinyl-2-butene (3), 2-methyl-3-phenylsulfonyl-2-butene (6), and 1-[(4-nitrophenyl)sulfonyl]-2,3-dimethyl-2-butene (7c) were conducted in the following deuterated solvents: acetonitrile, benzene, chloroform, methanol, or methanol/water mixture. In each case the ene allylic hydroperoxide products and/or the [2+2] cycloaddition products were quantified and inspected for possible hydrogen bonding induced differences in product selectivity and regiochemistry. After comparison to literature values for related substrates, the results indicate that only photooxidations of vinyl sulfides are susceptible to hydrogen bonding solvent effects.
Stereoselective preparation of vinyl sulfones by protodesilylation of allyl silanes
Funk, Raymond L.,Umstead-Daggett, Joy,Brummond, Kay M.
, p. 2867 - 2870 (2007/10/02)
Allyl sulfones can be conjugated to furnish vinyl sulfones via allyl silane intermediates. The stereoselectivity observed in the protodesilylation step provides a new method for stereoselective preparation of (E)-di-and tri substituted vinyl sulfones.
