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Construction of Various Bridged Polycyclic Skeletons by Palladium‐Catalyzed Dearomatization
Author(s) -
Mu Xingye,
Yu Hanxiao,
Peng Henian,
Xiong Wenrui,
Wu Ting,
Tang Wenjun
Publication year - 2020
Publication title -
angewandte chemie international edition
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 5.831
H-Index - 550
eISSN - 1521-3773
pISSN - 1433-7851
DOI - 10.1002/anie.202000953
Subject(s) - palladium , catalysis , ring (chemistry) , chemistry , combinatorial chemistry , organic chemistry , stereochemistry
Abstract A powerful palladium‐catalyzed dearomative cyclization was developed that provides facile access to eight types of bridged tetracyclic skeletons bearing various ring sizes and heterocycles. With this method, several skeletons or analogues of natural products, including tubingensin B and dracaenones, were synthesized. Asymmetric dearomative cyclization enables the construction of various enantiomerically enriched bridged polycyclic systems with up to 99 % ee by employing a chiral palladium catalyst.