Solvolytic studies of unsaturated 11-hydroxymethylbicyclo[4.4.1]undecane 3,5-dinitrobenzoates. Valence isomerization leading to conformationally distinguishable annulated norcaradienylcarbinyl cations and the question of remote p.pi. stabilization of such .sigma.-delocalized systems
The first total synthesis of tanzawaic acid A(GS-1302-3) is described. The stereocontrolled synthetic route allowes the absolute stereochemistry to be determined. One key transformation in the sequence involves a Stille coupling with a highly hindered aryl triflate. Examples and results of several coupling reactions are also included.
Solvolytic studies of unsaturated 11-hydroxymethylbicyclo[4.4.1]undecane 3,5-dinitrobenzoates. Valence isomerization leading to conformationally distinguishable annulated norcaradienylcarbinyl cations and the question of remote p.pi. stabilization of such .sigma.-delocalized systems
作者:Gerald L. Thompson、William E. Heyd、Leo A. Paquette