2-METHYLENE-3-ALKOXYCYCLOPENTANONES AS REACTIVE INTERMEDIATES AND THEIR APPLICATION TO THE SYNTHESES OF DIHYDROJASMONE, CIS-JASMONE AND (+/-)-JASMOLONE

Article abstract of DOI:10.1246/cl.1981.1189

Dihydrojasmone and cis-jasmone were synthesized in high yields by the Michael addition of lithium di-n-butylcuprate and bromomagnesium di-1-butenylcuprate, respectively, to 2-methylene-3-methyl-3-methoxy-methyloxycyclopentanone. (+/-)-Jasmolone was also synthesized by the Michael addition of dialkenylcuprate to 2-methylene-3-methyl-3-methoxymethyloxy-4-ethoxyethyloxycyclopentanone.