SCHEDULED MAINTENANCE
A novel ring annelation technique has been devised to convert 9-oxobicyclo[3,3,1]non-3-ene-1-carboxylic acid (3; R = CO2H) intoN-acetyl-2-azatricyclo[5,3,3,01,6]tridecane (2; R = Ac), which comprises three rings of the tetracyclic system of lycopodine (1). Further progress towards the application of this annelation to a stereo-selective synthesis of lycopodine is described.
E. W. Colvin, J. Martin, W. Parker, R. A. Raphael, B. Shroot and M. Doyle, J. Chem. Soc., Perkin Trans. 1, 1972, 860 DOI: 10.1039/P19720000860
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