76627-87-7Relevant academic research and scientific papers
DIMETHYLALUMINUM CHLORIDE CATALYZED ENE REACTIONS OF ALDEHYDES.
Snider,Rodini,Kirk,Cordova
, p. 555 - 563 (2007/10/02)
Dimethylaluminum chloride, which is a mild Lewis acid and a proton scavenger, catalyzes the ene reactions of aliphatic and aromatic aldehydes with alkenes containing a disubstituted vinylic carbon. Proton-initiated rearrangements do not occur, since the alcohol-Lewis acid complex formed in the ene reaction reacts rapidly to give methane and a nonacidic aluminum alkoxide. Formaldehyde and excess Me//2AlCl give good yields of ene adducts with all types of alkenes. With 1 equiv of Me//2AlCl, formaldehyde and mono- and 1,2-disubstituted alkenes give gamma -chloro alcohols resulting from cis addition of chlorine and hydroxymethyl groups to the double bond. This work is pertinent to the synthesis of alcohols.
Diaklylaluminum chloride catalyzed ene reactions of aldehydes. Synthesis of ipsenol
Snider, Barry B.,Rodini, David J.
, p. 1815 - 1818 (2007/10/02)
Dimethylaluminum chloride which is a mild Lewis acid and a proton scavenger, catalyzes the ene reactions of aliphatic and aromatic aldehydes. Proton initiated rearrangements do not occur, since the alcohol-Lewis acid complex formed in the ene reaction rapidly to give methane and a non-acidic aluminum alkoxide.
