114185-52-3Relevant academic research and scientific papers
Intramolecular Diels-Alder Reaction by Self-assembly of the Components on a Lewis Acid Template
Ward, Dale E.,Abaee, Mohammad Saeed
, p. 3937 - 3940 (2000)
equation presented Diels-Alder reactions of 2,4-hexadienol or its O-methyl ether with acrylate derivatives at 120°C give mixtures of the four possible adducts with low selectivity. At ambient temperature and in the presence of Mg(II) or Al(III) Lewis acids, reactions of the dienol (but not the ether) are highly selective. Control experiments suggest that the Lewis acid serves both to tether the diene and dienophile and to induce an intramolecular reaction of the resulting self-assembled intermediate.
Diels-Alder Reaction of Dienes Having Stereogenic Allylic Substituents: Control of Diastereoface Selectivity by the Dienophile
Tripathy, R.,Franck, R. W.,Onan, K. D.
, p. 3257 - 3262 (2007/10/02)
The face selectivity of the Diels-Alder reaction of dienes having a stereogenic allylic carbon, as illustrated by structure 5, has been examined.Whereas N-phenylmaleimide and maleic acid afforded adducts resulting from like topicity, tetracyanoethylene an
The face selectivity directed by an allylic group of a diene in the diels-alder reaction is reversed from that of a dienophile
Franck, Richard W.,Argade,Subramaniam,Frechet, Denise M.
, p. 3187 - 3190 (2007/10/02)
The Diels-Alder reaction of 2-alkoxy hepta-3,5-dienes with N-phenyl-maleimide gives good diastereofacelectivity; and a face selectivity rule is formulated.
