Enantioselective Palladium‐Catalyzed Dearomative Cyclization for the Efficient Synthesis of Terpenes and Steroids |
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| Authors: | Kang Du Pan Guo Yuan Chen Zhen Cao Dr Zheng Wang Prof Dr Wenjun Tang |
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| Institution: | 1. State Key Laboratory of Bio‐organic and Natural Products Chemistry, Shanghai Institute of Organic Chemistry, Chinese Academy of Sciences, 345 Ling Ling Rd, Shanghai 200032 (China);2. Innovation Center China, AstraZeneca Global R&D (China) |
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| 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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| Keywords: | asymmetric cyclization palladium phosphine ligands total synthesis transition‐metal catalysis |
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