Angewandte Chemie · 2015 · 49 citations · 74 references
PharmacyChemistryMedicinal ChemistryNatural Product BiosynthesisOrganic ChemistrySteroid BiochemistryHeterocycle SynthesisNatural Product DerivatizationOrganic SynthesisSteroid BiosynthesisSteroid StructureTerpenoid BiosynthesisAntimicrobial Natural ProductsChiral Product SynthesisDiterpene BiosynthesisEnantioselective SynthesisTriterpene Biosynthesis
Abstract A novel enantioselective palladium‐catalyzed dearomative cyclization has been developed for the efficient construction of a series of chiral phenanthrenone derivatives bearing an all‐carbon quaternary center. The effectiveness of this method in the synthesis of terpenes and steroids was demonstrated by a highly efficient synthesis of a kaurene intermediate, the facile construction of the skeleton of the anabolic steroid boldenone, and the enantioselective total synthesis of the antimicrobial diterpene natural product (−)‐totaradiol.
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Catalytic Asymmetric Dearomatization Reactions
Chun‐Xiang Zhuo, Wei Zhang, Shu‐Li You · Angewandte Chemie International Edition · 2012 · 1.3K citations