- TRANSFORMATIONS OF CYCLOALKANES UNDER THE ACTION OF ACYL HALIDES IN THE PRESENCE OF AlBr3.
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Cycloalkanes have been found to react with acyl halides in the presence of AlBr3 ( mole ratio RCOX:AlBr3=1:2 ) under very mild conditions affording products of hydrocarbon oxidative coupling or/and hydrocarbon acylation.
- Akhrem, I.S.,Orlinkov, A.V.,Mysov, E.I.,Vol'pin, M.E.
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- Electrochemical Coupling of Biomass-Derived Acids: New C8 Platforms for Renewable Polymers and Fuels
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Electrolysis of biomass-derived carbonyl compounds is an alternative to condensation chemistry for supplying products with chain length >C6for biofuels and renewable materials production. Kolbe coupling of biomass-derived levulinic acid is used to obtain 2,7-octanedione, a new platform molecule only two low process-intensity steps removed from raw biomass. Hydrogenation to 2,7-octanediol provides a chiral secondary diol largely unknown to polymer chemistry, whereas intramolecular aldol condensation followed by hydrogenation yields branched cycloalkanes suitable for use as high-octane, cellulosic gasoline. Analogous electrolysis of an itaconic acid-derived methylsuccinic monoester yields a chiral 2,5-dimethyladipic acid diester, another underutilized monomer owing to lack of availability.
- Wu, Linglin,Mascal, Mark,Farmer, Thomas J.,Arnaud, Sacha Pérocheau,Wong Chang, Maria-Angelica
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p. 166 - 170
(2017/01/17)
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- COMPOUNDS USEFUL AS MODULATORS OF TRPM8
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The present invention includes compounds useful as modulators of TRPM8, such as compounds of Formulae (Ia), (Ib) and (Ic), and the subgenus and species thereof; personal products containing those compounds; and the use of those compounds and the personal products, particularly the use of increasing or inducing chemesthetic sensations, such as cooling or cold sensations.
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Paragraph 0601
(2016/03/29)
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- Cu-catalyzed asymmetric conjugate additions of alkylzinc reagents to acyclic aliphatic enones
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Cu-catalyzed enantioselective conjugate additions to acyclic aliphatic enones are reported. The resulting enolates may be functionalized intra- and intermolecularly, leading to the formation of an additional C-C bond. The utility of the present method is not limited to reactions involving Et2Zn; a variety of alkylzincs may be used. Moreover, many of the requisite substrates can be easily accessed through catalytic olefin cross metathesis. Copyright
- Mizutani, Hirotake,Degrado, Sylvia J.,Hoveyda, Amir H.
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p. 779 - 781
(2007/10/03)
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- Efficient Cu-catalyzed asymmetric conjugate additions of alkylzincs to trisubstituted cyclic enones
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The first examples of efficient catalytic asymmetric conjugate addition (ACA) of alkylzincs to trisubstituted cyclic enones is disclosed. These Cu-catalyzed reactions proceed efficiently with five- and seven-membered ring substrates to afford the desired products in ≥95% ee. Intermediate enolates can be trapped with alkyl halides to generate a quaternary stereogenic center. The requisite chiral ligand is prepared from commercially available materials and can be used in situ without further purification in the presence of commercial grade (CuOTf)2·PhMe. Copyright
- Degrado, Sylvia J.,Mizutani, Hirotake,Hoveyda, Amir H.
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p. 13362 - 13363
(2007/10/03)
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