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Asymmetric Total Synthesis of Hispidanin A
Heping Deng1, Wei Cao1, Rong Liu1
1Key Laboratory of Green Chemistry & Technology of the Ministry of Education, College of Chemistry, Sichuan University, 29 Wangjiang Rd., Chengdu, Sichuan, 610064, China.
Angewandte Chemie (International Ed. in English)
|April 21, 2017
Abstract:
Asymmetric total synthesis of the dimeric diterpenoid hispidanin A was accomplished by non-catalytic Diels-Alder cycloaddition at room temperature. The synthesis relies on iron-catalyzed coupling to construct a Z-configured trisubstituted alkene, an iron-catalyzed radical cascade to generate a labdane-type diene, and both Yamamoto cationic polyene cyclization and palladium-catalyzed Stille coupling to generate a totarane-type dienophile.