Enantioselective Total Synthesis of (−)-Minovincine in Nine Chemical Steps: An Approach to Ketone Activation in Cascade Catalysis


  • Financial support was provided by the NIHGMS (R01 GM078201-06), Merck and Amgen. M.P. is grateful for a Marie Curie Postdoctoral fellowship.


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Dressed to the nines: The first enantioselective total synthesis of (−)-minovincine has been accomplished in nine chemical steps and 13 % overall yield. A novel, one-step Diels–Alder/β-elimination/conjugate addition organocascade sequence allowed rapid access to the central tetracyclic core in an asymmetric manner. Boc=tert-butoxycarbonyl, LG=leaving group, PMB=para-methoxybenzyl.