1601-00-9Relevant articles and documents
TRANSFORMATIONS OF CYCLOALKANES UNDER THE ACTION OF ACYL HALIDES IN THE PRESENCE OF AlBr3.
Akhrem, I.S.,Orlinkov, A.V.,Mysov, E.I.,Vol'pin, M.E.
, p. 3891 - 3894 (1981)
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.
Electrochemical Coupling of Biomass-Derived Acids: New C8 Platforms for Renewable Polymers and Fuels
Wu, Linglin,Mascal, Mark,Farmer, Thomas J.,Arnaud, Sacha Pérocheau,Wong Chang, Maria-Angelica
, p. 166 - 170 (2017/01/17)
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.
Cu-catalyzed asymmetric conjugate additions of alkylzinc reagents to acyclic aliphatic enones
Mizutani, Hirotake,Degrado, Sylvia J.,Hoveyda, Amir H.
, p. 779 - 781 (2007/10/03)
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