Lewis Acid Induced Additions to Unsaturated Fatty Compounds
作者： Ursula Biermann , Jürgen O. Metzger
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摘要: Unsaturated fatty compounds such as oleic acid, which are of interest renewable raw materials, can be functionalized at the C,C-double bond by Lewis acid induced addition reactions. The products branched and highly may have interesting properties. SnCl 4 -induced additions nitriles to methyl oleate ethyl 10-undecenoate give corresponding esters N-acylamino acids. Alkylaluminium halide ene formadehyde unsaturated yield primary homoallylic alcohols.
sci-hub.se 参考文章(11)
Stephen C. Eyley, 3.1 – The Aliphatic Friedel–Crafts Reaction Reference Module in Chemistry, Molecular Sciences and Chemical Engineering#R##N#Comprehensive Organic Synthesis. ,vol. 3, pp. 707- 731 ,(1991) , 10.1016/B978-0-08-052349-1.00045-7
John J. Ritter, P. Paul Minieri, A New Reaction of Nitriles. I. Amides from Alkenes and Mononitriles1 Journal of the American Chemical Society. ,vol. 70, pp. 4045- 4048 ,(1948) , 10.1021/JA01192A022
J. K. Groves, The Friedel–Crafts acylation of alkenes Chem. Soc. Rev.. ,vol. 1, pp. 73- 97 ,(1972) , 10.1039/CS9720100073
Horst Baumann, Matthias Bühler, Heinz Fochem, Frank Hirsinger, Hans Zoebelein, Jürgen Falbe, Natural Fats and Oils—Renewable Raw Materials for the Chemical Industry Angewandte Chemie International Edition in English. ,vol. 27, pp. 41- 62 ,(1988) , 10.1002/ANIE.198800411
Matthias Bühler, Heinz Fochem, Frank Hirsinger, Hans Zoebelein, Jürgen Falbe, Horst Baumann, Natürliche Fette und Öle – nachwachsende Rohstoffe für die chemische Industrie Angewandte Chemie. ,vol. 100, pp. 41- 62 ,(1988) , 10.1002/ANGE.19881000107
Edward T. Roe, Daniel Swern, Fatty Acid Amides. VI.2 Preparation of Substituted Amidostearic Acids by Addition of Nitriles to Oleic Acid3 Journal of the American Chemical Society. ,vol. 75, pp. 5479- 5481 ,(1953) , 10.1021/JA01118A003
Peter Beak, Kenneth R. Berger, Scope and mechanism of the reaction of olefins with anhydrides and zinc chloride to give .beta.,.gamma.-unsaturated ketones ChemInform. ,vol. 11, pp. 3848- 3856 ,(1980) , 10.1021/JA00531A029
Barry B. Snider, David J. Rodini, Thomas C. Kirk, Robert Cordova, Dimethylaluminum chloride catalyzed ene reactions of aldehydes Journal of the American Chemical Society. ,vol. 104, pp. 555- 563 ,(1982) , 10.1021/JA00366A031
Barry B. Snider, Andrew C. Jackson, Use of ethylaluminum dichloride as a catalyst for the Friedel-Crafts acylation of alkenes Journal of Organic Chemistry. ,vol. 14, pp. 5393- 5395 ,(1982) , 10.1021/JO00148A032
Jürgen O. Metzger, Ursula Biermann, Alkylaluminum chloride catalyzed ene reactions of formaldehyde with unsaturated carboxylic acids, esters and alcohols Synthesis. ,vol. 1992, pp. 463- 465 ,(1992) , 10.1055/S-1992-26137