摘要

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 intermediate. The addition of propyllithium or octyllithium to the key intermediate followed by a retro-Diels-Alder reaction furnished alpha-methylenecyclopentenones bearing a gamma-propyl or gamma-octyl side chain, respectively, in moderate yields and as single geometric isomers.

  • 出版日期2013-11-4

全文