Concise synthetic routes from cyclopentadiene 4 to the lycoricidine and pancratistatin analogues 13, 14 and 17 have been developed. The key step involved the silver isocyanate promoted ring opening of the gem-dibromocyclopropane 6 to give, after interception of the intermediate isocyanates by added methanol, the carbamates 7 and 8. The X-ray crystal structures of compounds 13 and 16 have been determined.
M. G. Banwell, C. J. Cowden and R. W. Gable, J. Chem. Soc., Perkin Trans. 1, 1994, 3515 DOI: 10.1039/P19940003515
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