Journal
ORGANIC LETTERS
Volume 11, Issue 10, Pages 2085-2088Publisher
AMER CHEMICAL SOC
DOI: 10.1021/ol9004799
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- Department of Chemistry at Temple University
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A sequential one-pot biscyclization route to the ABCE tetracyclic framework of Strychnos alkaloids has been developed. Specifically, the AgOTf-mediated spirocyclization of an appropriately functionalized indole 3-carbinamide afforded a stable spiroindolenine intermediate; subsequent addition of DBU to the reaction mixture effected an unprecedented intramolecular aza-Baylis-Hillman reaction, delivering a tetracyclic product in 70% isolated yield.
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