Enantioselective Elimination of the Alcohol Leading to the Chiral Allylic Epoxide 9

August 13, 2024

• Title:       

  Enantioselective Elimination of the Alcohol Leading to the Chiral Allylic Epoxide 9

• Image Source:

  Stereoselective anti-S_N2′-Substitutions of Secondary Alkylcopper-Zinc Reagents with Allylic Epoxides: Total Synthesis of (3S, 6R, 7S)-Zingiberenol

• Mark:

  Table 2

• Associated context:

  The elimination of the hydroxyl-containing epoxide 19 to the desired allylic epoxide 9 proved to be rather challenging (see Table 2). Direct elimination using the Burgess reaction11 or elimination via the corresponding phenylsele-nide12 was unsuccessful.