Application of a domino Friedel-Crafts acylation/alkylation reaction to the formal syntheses of (+/-)-taiwaniaquinol B and (+/-)-dichroanone.
An efficient acid-promoted domino Friedel-Crafts (FC) acylation/alkylation reaction has been developed for the construction of the core 6,5,6-ABC tricyclic skeleton of taiwaniaquinoids. The formal total syntheses of diterpenoids (+/-)-taiwaniaquinol B and (+/-)-dichroanone based on this strategy have been achieved.
Tang
Shouchu
S
Department of Chemistry, State Key Laboratory of Applied Organic Chemistry, Lanzhou University, Lanzhou, PR China.
Xu
Yanfen
Y
He
Jinmei
J
He
Yongping
Y
Zheng
Jiyue
J
Pan
Xinfu
X
She
Xuegong
X
D000215:Acylation; D000478:Alkylation; D004224:Diterpenes / Q000138:chemical synthesis* / Q000737:chemistry; D028321:Plant Preparations / Q000737:chemistry
D004224:Diterpenes; D028321:Plant Preparations; C516091:dichroanone; C505702:taiwaniaquinol B