Acid-catalyzed rearrangement of tertiary α-acetylenic (terminal) alcohols, leading to the formation of α,β-unsaturated ketones rather than the corresponding α,β-unsaturated aldehydes. Cf. Meyer-Schuster rearrangement (via an allene intermediate).

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Rupe Rearrangement

  • Jie Jack Li

摘要

Acid-catalyzed rearrangement of tertiary α-acetylenic (terminal) alcohols, leading to the formation of α,β-unsaturated ketones rather than the corresponding α,β-unsaturated aldehydes. Cf. Meyer-Schuster rearrangement (via an allene intermediate).