Total Synthesis of (±)-Strictamine

The total synthesis of strictamine has been achieved in nine steps from a known enol triflate. Characteristic features of our approach included: a)creation of a C7 all-carbon quaternary stereocenter at an early synthetic stage; b)use of an N,N-dimethyl tertiary amine as a surrogate of the primary amine for the rapid build-up of a functionalized 2-azabicyclo[3,3,1]nonan-9-one skeleton (achieved by using a reaction sequence of -bromination of the ketone, followed by a stereoconvergent intramolecular nucleophilic substitution reaction); and c)a late-stage construction of the indolenine unit.