36681-64-8Relevant academic research and scientific papers
Montmorillonite clay-catalyzed hetero-Diels-Alder reaction of 2,3-dimethyl-1,3-butadiene with benzaldehydes
Dintzner, Matthew R.,Little, Andrew J.,Pacilli, Massimo,Pileggi, Dominic J.,Osner, Zachary R.,Lyons, Thomas W.
, p. 1577 - 1579 (2007)
Montmorillonite K10 clay was found to catalyze the hetero-Diels-Alder reaction of 2,3-dimethyl-1,3-butadiene with o-anisaldehyde and other benzaldehyde derivatives; a transition state involving chelation of the clay's metal ions with the dienophile's heteroatoms is proposed.
Carbocation Catalysis: Oxa-Diels-Alder Reactions of Unactivated Aldehydes and Simple Dienes
El Remaily, Mahmoud Abd El Aleem Ali Ali,Naidu, Veluru Ramesh,Ni, Shengjun,Franzén, Johan
supporting information, p. 6610 - 6614 (2015/10/29)
The versatility of the trityl cation (TrBF4) as a highly efficient Lewis acid organocatalyst is demonstrated in the oxa-Diels-Alder reaction of various unactivated aromatic and aliphatic aldehydes and simple unactivated dienes, such as isoprene and 2,3-dimethylbutadiene. The transformation proceeds smoothly to give 3,6-dihydropyrane adducts in high to moderate yields with catalyst loadings down to 1.0 mol-% under mild reaction conditions. In contrast to most previously reported strategies, this protocol does not require substrate functional group activation, neither by electron-deficient aldehydes (2-oxo aldehydes) or electron-rich dienes (methoxy or amino-butadiene).
