Details

Autor(en) / Beteiligte

• Du, Kang
• Guo, Pan
• Chen, Yuan
• Cao, Zhen
• Wang, Zheng
• Tang, Wenjun

Titel

Enantioselective Palladium-Catalyzed Dearomative Cyclization for the Efficient Synthesis of Terpenes and Steroids

Ist Teil von

• Angewandte Chemie (International ed.), 2015-03, Vol.54 (10), p.3033-3037

Auflage

International ed. in English

Ort / Verlag

Weinheim: WILEY-VCH Verlag

Erscheinungsjahr

2015

Quelle

MEDLINE

Beschreibungen/Notizen

• 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. One, two, three: An enantioselective palladium‐catalyzed dearomative cyclization was developed for the efficient construction of a series of chiral tricyclic phenanthrenone derivatives bearing all‐carbon quaternary centers. This method was applied in highly efficient syntheses of a kaurene intermediate, the skeleton of the anabolic steroid boldenone, and the antimicrobial diterpene (−)‐totaradiol.