| Abstract: | Unsaturated fatty compounds such as oleic acid, which are of interest as renewable raw materials, can be functionalized at the C,C-double bond by Lewis acid induced addition reactions. The products are branched and highly functionalized fatty compounds which may have interesting properties. SnCl4-induced additions of nitriles to methyl oleate and ethyl 10-undecenoate give the corresponding esters of the N-acylamino fatty acids. Alkylaluminium halide induced ene additions of formaldehyde to unsaturated fatty compounds yield primary homoallylic alcohols. β,γ-Unsaturated ketones are obtained in ethylaluminium dichloride induced Friedel-Crafts acylations of unsaturated fatty compounds with acyl chlorides and cyclic anhydrides. |
