6 research outputs found
Synthesis of spirocyclopente-dione anthracene adduct, precursor of the cyclopentenone prostagladins via ring-closing metathesis reaction
A synthesis of the spirocyclopente-dione anthracene adduct, a precursor of the cyclopentenone prostaglandins has been reported. The synthesis involved a Diels-Alder reaction of anthracene and dimethyl fumarate to afford 3 followed by reduction, oxidation and esterification reactions to provide methyl ester anthracene adduct 8, which further converted to the the allylic alcohol (12). Then, Ring-Closing Metathesis (RCM) reaction afforded the cyclopentenol anthracene adduct, which after oxidation provided the spirocyclopente-dione anthracene adduct in good yields
Stereoselective synthesis of Ī±-methylenecyclopentenones via a Diels-Alder/retro-Diels-Alder protocol
A new procedure for the stereoselective synthesis of cross-conjugated dienones is reported. This method makes use of the DielsāAlder adduct of anthracene and dimethyl fumarate, a precursor to a spirocyclopent-2-enone anthracene adduct as the key intermediate. The addition of propyllithium or octyllithium to the key intermediate followed by a retro-DielsāAlder reaction furnished Ī±-methylenecyclopentenones bearing a Ī³-propyl or Ī³-octyl side chain, respectively, in moderate yields and as single geometric isomers
Synthesis of Spirocyclopente-Dione Anthracene Adduct, Precursor of the Cyclopentenone Prostagladins Via Ring-Closing Metathesis Reaction
Abstract: A synthesis of the spirocyclopente-dione anthracene adduct, a precursor of the cyclopentenone prostaglandins has been reported. The synthesis involved a Diels-Alder reaction of anthracene and dimethyl fumarate to afford 3 followed by reduction, oxidation and esterification reactions to provide methyl ester anthracene adduct 8, which further converted to the the allylic alcohol (12). Then, Ring-Closing Metathesis (RCM) reaction afforded the cyclopentenol anthracene adduct, which after oxidation provided the spirocyclopente-dione anthracene adduct in good yields
Simple improvement in latent fingerprint detection with Ninhydrin/water glue on thermal paper
Stereoselective synthesis of Ī±-methylenecyclopentenones via a Diels-Alder/retro-Diels-Alder protocol
A new procedure for the stereoselective synthesis of cross-conjugated dienones is reported. This method makes use of the Diels-Alder adduct of anthracene and dimethyl fumarate, a precursor to a spirocyclopent-2-enone anthracene adduct as the key intermed