77944-37-7Relevant articles and documents
ALKYLALUMINIUM HALIDES; LEWIS ACID CATALYSTS WHICH ARE BRONSTED BASES
Snider, Barry B.,Rodini, David J.,Karras, Michael,Kirk, Thomas C.,Deutsch, Ethan A.,et al.
, p. 3927 - 3934 (1981)
Alkylaluminium halides react with Broensted acids to liberate an alkane and generate a new Lewis acid.Using these reagents, Lewis acid catalyzed reactions can be run under aprotic conditions, even when acidic protons are produced in the reaction.The use of these reagents for Lewis acid catalyzed ene, Diels-Alder and cycloaddition reactions and Claisen rearrangements is described.These reagents are also useful initiators for cation-olefin addition reactions.In some cases the alkyl groups react as nucleophiles.While this is often undesirable, addition of an alkyl group to carbenium ion intermediates provides novel classes of compounds.
Synthesis of Allylic Sulfoxides from Alkenes by EtAlCl2-Catalyzed Ene Reaction with p-Toluenesulfinyl Chloride
Snider, Barry B.
, p. 3155 - 3156 (2007/10/02)
Ethylaluminum dichloride (EtAlCl2) catalyzes the ene reaction of alkenes with arylsulfinyl chlorides to give allylic sulfoxides since EtAlCl2 acts as a proton scavenger as well as a Lewis acid, reacting with the hydrogen chloride produced in the reaction to give aluminum trichloride and ethane.