(±)-Fredericamycin A 1 is synthesized using 5-exo-digonal radical closure of selenide 15(Scheme 2), and an unusual procedure for both selective demethylation of the advanced intermediate 22 and adjustment of the stereochemistry in the pentadienyl side chain.
D. L. J. Clive, Y. Tao, A. Khodabocus, Y. Wu, A. G. Angoh, S. M. Bennett, C. N. Boddy, L. Bordeleau, D. Kellner, G. Kleiner, D. S. Middleton, C. J. Nichols, S. R. Richardson and P. G. Vernon, J. Chem. Soc., Chem. Commun., 1992, 1489 DOI: 10.1039/C39920001489
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