American Chemical Society
ol8009732_si_001.pdf (2.13 MB)

Synthesis of an Advanced Intermediate for (+)-Pillaromycinone. Staunton−Weinreb Annulation Revisited

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journal contribution
posted on 2008-07-03, 00:00 authored by James D. White, F. W. J. Demnitz, Qing Xu, William H. C. Martin
Condensation of an orsellinate anion with a 2-cyclohexenone (Staunton−Weinreb annulation) afforded a linear tetracycle which was converted to a protected derivative of 12a-epipillaromycinone. Methodology for introducing a 12a-hydroxyl substituent into the tetracycle with correct (R) configuration is described.