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. Author manuscript; available in PMC: 2009 Mar 18.
Published in final edited form as: Nature. 2008 Sep 18;455(7211):323–332. doi: 10.1038/nature07370

Figure 4. Asymmetric Heck cyclization toward minfiensine (22).

Figure 4

The palladium/23-catalyzed enantioselective intramolecular Heck cyclization of 19 forged the C(9a) all-carbon quaternary stereocenter, and upon acid-mediated cyclization, the polycyclic core of minfiensine. The application of this method allowed the diastereoselective preparation of the remaining stereocenter and completion of the alkaloid.61 PMP, 1,2,2,6,6-pentamethylpiperidine. (Reduced to 45%)