- Organofluorine chemistry: Difluoromethylene motifs spaced 1,3 to each other imparts facial polarity to a cyclohexane ring
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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
- Jones, Mathew J.,Callejo, Ricardo,Slawin, Alexandra M. Z.,Bühl, Michael,O'Hagan, David
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supporting information
p. 2823 - 2827
(2017/01/09)
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- Synthesis of high refractive spiroheterocyclic derivatives through thioacetalization of multi-carbonyl compounds
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Preparation of several new spirocyclic mercapto derivatives is described. Thiol protection on multi-carbonyl compounds allows of high sulfur content necessary to induce high refractive index. Condensation of 1,3-dimercapto-2- propanol and cyclohexanone fo
- Ye, Ji-Myoung,Maheswara, Muchchintala,Do, Jung Yun
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p. 2494 - 2498
(2012/10/29)
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- Low temperature syntheses of thioketals from enol ethers and carbonyl compounds
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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.
- Martel, Arnaud,Chewchanwuttiwong, Sopa,Dujardin, Gilles,Brown, Eric
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p. 1491 - 1494
(2007/10/03)
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- Studies on the selective hydrolysis of bis-dithiolanes with cerric ammonium nitrate: synthesis of 1,4-dithiaspirodecan-7-ones
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Dimedone 10 is directly ketalised with ethanedithiol to bis dithiolane 11 using Dean-Stark conditions.The selective hydrolysis of bis-dithiolane 11 to the ketodithiolane 12 employing cerric ammonium nitrate (CAN) proceeds in 35percent yield under optimal conditions.A few examples are reported.
- Nangia, A.,Chandrakala, P. S.
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p. 516 - 519
(2007/10/03)
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- Use of Protected β-Bromocyclopentenones and β-Bromocyclohexenones as β-Acylvinyl Anion Equivalents
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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.
- Shih, Chuan,Swenton, John S.
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p. 2825 - 2832
(2007/10/02)
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- The Reaction of 2-Ethoxy-1,3-oxathiolane with Carbonyl Compounds in the Presence of ZnCl2 or HgCl2
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In the reaction of 2-ethoxy-1,3-oxathiolane with carbonyl compounds in the presence of ZnCl2 or HgCl2, it has been found that only the breaking of the endocyclic bond (C-O or C-S bond) occurs, while the breaking of the exocyclic C-O bond to give the 1,3-o
- Tanimoto, Shigeo,Jo, Shigeo,Sugimoto, Toyonari,Okano, Masaya
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p. 3237 - 3238
(2007/10/02)
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