Ren, WeiwuWang, QianZhu, Jieping2016-02-272016-02-272016-02-27201610.1002/anie.201511638https://infoscience.epfl.ch/handle/20.500.14299/124442WOS:000371418200053The 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 alpha-bromination of the ketone, followed by a stereo convergent intramolecular nucleophilic substitution reaction); and c) a late-stage construction of the indolenine unit.alkaloidscyclizationsheterocyclesnatural productstotal synthesistext::journal::journal article::research article