Journal
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION
Volume 59, Issue 21, Pages 8143-8147Publisher
WILEY-V C H VERLAG GMBH
DOI: 10.1002/anie.202000953
Keywords
bridged tetracyclic systems; dearomative cyclization; homogeneous catalysis; monophosphorus ligands; palladium
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Funding
- Strategic Priority Research Program of the Chinese Academy of Sciences [XDB20000000]
- CAS [QYZDY-SSW-SLH029]
- NSFC [21725205, 21432007, 21572246, STCSM-18520712200]
- K.C. Wong Education Foundation
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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.
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