Synthesis of (+/-)-sundiversifolide based on Lewis acid-mediated Claisen rearrangement.
A new and concise synthesis of (+/-)-sundiversifolide (1), an allelopathic bisnor-sesquiterpene lactone isolated from germinating sunflower (Helianthus annuus L.) seeds, was achieved by employing Lewis acid-mediated Claisen rearrangement as the key step.
Hashimoto
Takashi
T
Department of Agrobioscience, Graduate School of Agricultural Science, Kobe University, Rokkodai, Kobe, Japan.
Tashiro
Takuya
T
Sasaki
Mitsuru
M
Takikawa
Hirosato
H
D006368:Helianthus; D007783:Lactones / Q000138:chemical synthesis; D012639:Seeds / Q000737:chemistry; D012717:Sesquiterpenes / Q000138:chemical synthesis; D014966:Xanthenes / Q000138:chemical synthesis*
D007783:Lactones; D012717:Sesquiterpenes; D014966:Xanthenes; C433844:sundiversifolide