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Total Synthesis of (−)‐Strychnine via the Wieland–Gumlich Aldehyde
Authors:Daniel Solé  ,Josep Bonjoch,Silvina Garcí  a‐Rubio,Emma Peidró  ,Joan Bosch
Abstract:Fifteen steps suffice for an enantioselective total synthesis of (−)‐strychnine ( 1 ) from 1,3‐cyclohexanedione. The key steps are the easy generation of the enantiopure intermediate 2 , the closure of the piperidine ring by a reductive Heck reaction, and the elaboration of the indoline nucleus in an advanced synthetic stage. TBDMS=tert‐butyldimethylsilyl.
Keywords:Alkaloids  Asymmetric synthesis  Nitrogen heterocycles  Palladium  Total synthesis
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