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Periplanone B

Periplanone B. Still (1979) and Schreiber (1984). Periplanone B. Features. Potent sex pheromone of the female American cockroach Periplaneta americana << 1 m g per individual Still: anionic oxy-Cope rearrangement for the cyclodecanoid framework

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Periplanone B

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  1. Periplanone B Still (1979) and Schreiber (1984)

  2. Periplanone B

  3. Features • Potent sex pheromone of the female American cockroach Periplaneta americana • << 1 mg per individual • Still: anionic oxy-Cope rearrangement for the cyclodecanoid framework • Schreiber: anionic oxy-Cope and cyclobutene ring-opening • Conformational preference of the cyclodecane

  4. Retrosynthesis (Still)

  5. Retrosynthesis (Schreiber)

  6. Key intermediate synthesis (1)

  7. Key intermediate synthesis (2)

  8. Final steps

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