7490-36-0Relevant articles and documents
Organofluorine chemistry: Difluoromethylene motifs spaced 1,3 to each other imparts facial polarity to a cyclohexane ring
Jones, Mathew J.,Callejo, Ricardo,Slawin, Alexandra M. Z.,Bühl, Michael,O'Hagan, David
supporting information, p. 2823 - 2827 (2017/01/09)
2,2-Dimethyl-5-phenyl-1,1,3,3-tetrafluororocyclohexane has been prepared and characterised as an example of a facially polarised cyclohexane containing 1,3 related CF2 groups. The dipolar nature of the ring arises from the axial orientation of
Low temperature syntheses of thioketals from enol ethers and carbonyl compounds
Martel, Arnaud,Chewchanwuttiwong, Sopa,Dujardin, Gilles,Brown, Eric
, p. 1491 - 1494 (2007/10/03)
A dithioacetalisation procedure at low temperature using TMSOTf as the promoter is described. This method proved highly efficient for unprecedented transprotection of ketone enol ethers and was successfully applied to polyfunctional sensitive substrates.
Use of Protected β-Bromocyclopentenones and β-Bromocyclohexenones as β-Acylvinyl Anion Equivalents
Shih, Chuan,Swenton, John S.
, p. 2825 - 2832 (2007/10/02)
Ethylene glycol ketals of the 3-bromocyclohex-2-en-1-one as well as its 2-methyl, 2-n-propyl, and 5,5-dimethyl derivatives have been prepared, and their reactions with butyllithium were studied.The organolithium reagents derived from the above compounds react with a variety of electrophiles to afford after acid hydrolysis the corresponding 3-substituted cyclohexenones.Attempts to prepare the ethylene glycol ketal of 2-methyl-3-bromocyclopent-2-en-1-one gave a low yield of the bromoketal.However, dithioketals of 3-bromocyclopent-2-en-1-one and its 2-methyl derivativecould be prepared in good yield.The metalation chemistry of the dithioketals in both the five- and six-membered-ring series was examined.The functionalization chemistry of the resulting organolithium compounds afforded after dithioketal hydrolysis 3-functionalized cyclohex-2-en-1-ones and cyclopent-2-en-1-ones.Several limitations of the chemistry using allyl bromide and cyclohexenone as electrophiles are noted.