Loading...
research article
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 alpha-bromination of the ketone, followed by a stereo convergent intramolecular nucleophilic substitution reaction); and c) a late-stage construction of the indolenine unit.
Type
research article
Web of Science ID
WOS:000371418200053
Authors
Publication date
2016
Publisher
Published in
Volume
55
Issue
10
Start page
3500
End page
3503
Peer reviewed
REVIEWED
EPFL units
Available on Infoscience
February 27, 2016
Use this identifier to reference this record