摘要

Hagemann's esters can be converted into highly functionalized phenols or arenes. The systematic functionalization of Hagemann's ester derivatives permits the preparation of tri- and tetraalkyl-substituted phenols or tetra-, penta-, and hexaalkyl-substituted benzenes. Kotnis's aromatization procedure was found to be solvent dependent, and Suzuki couplings were found to be sensitive to steric hindrance. Wittig olefination and ortho-Claisen reactions were reliable means to introduce alkyl substituents at C-4 and/or C-5 positions, respectively. The acid-promoted dehydration of tertiary alcohol 46 to produce enone 47, followed by its selective alkylation (cf. 48) is new.

  • 出版日期2010