Synthesis of the ABC Ring System of Jiadifenin via Pd-Catalyzed Cyclizations
- 25 January 2011
- journal article
- research article
- Published by American Chemical Society (ACS) in Organic Letters
- Vol. 13 (5), 988-991
- https://doi.org/10.1021/ol103024z
Abstract
An efficient route toward the central ABC system of jiadifenin has been developed using two key Pd-catalyzed cyclizations. A protic solvent-activated Mizoroki−Heck reaction was used to construct the C9 quaternary carbon and the A ring. A cascading Tsuji−Trost cyclization/lactonization sequence was employed to establish the BC ring system and the C5,6 stereochemistry.Keywords
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