4652-35-1Relevant articles and documents
The synthesis of 3-spirooxindole derivatives. Total syntheses of dl-formosanine, dl-isoformosanine, dl-mitraphylline and dl-isomitraphylline
Ban, Yoshio,Taga, Naomasa,Oishi, Takeshi
, p. 187 - 190 (1974)
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Synthesis and Diels-Alder reactions of (E)-6,6-dimethoxy-3-hexen-2-one
Yates, Peter,Douglas, Stephen Paul
, p. 2760 - 2765 (2007/10/02)
Treatment of 3,3-dimethoxypropanal (2) with (acetylmethylene)triphenylphosphorane (4) gives (E)-6,6-dimethoxy-3-hexen-2-one (5).Reaction of 5 with cyclopentadiene, 1,3-cyclohexadiene, anthracene, and 1,3-diphenylisobenzofuran gives Diels-Alder adducts, which on hydrolysis are converted to the corresponding keto aldehydes.Attempts to effect intramolecular aldol condensation of the latter were unsuccessful.Hydrolysis of the exo-acetyl adduct from 1,3-diphenylisobenzofuran with aqueous formic acid gives 4-acetyl-2,3,3a,4,5,9b-hexahydro-5,9b-diphenylnaphthofuran-2,5-diol, via aldehyde formation and hydrolytic cleavage of the ether bridge.The adduct from cyclopentadiene under anhydrous acid conditions give 3-acetyl-9-methoxy-tetracyclo2,4.03,7>nonane (27).