Tchabanenko Kirill, Simpkins Nigel S, Male Louise
School of Chemistry, University of Birmingham, Edgbaston, Birmingham B15 2TT, UK.
Org Lett. 2008 Nov 6;10(21):4747-50. doi: 10.1021/ol801835q. Epub 2008 Oct 7.
A tricyclic core structure 2 related to gelsemine 1 was synthesized from an oxabicyclo[3.2.1]octanone 4 by a three-step bridge swapping strategy involving elimination of the bridging ether oxygen and intramolecular Michael addition of a tethered cyanoacetamide unit.