A Synthesis of α,β-Unsaturated Ketones from α,β-Unsaturated Nitriles

Randall R. Wroble, David S. Watt

Research output: Contribution to journalArticlepeer-review

21 Scopus citations


An effective sequence for the synthesis of α,β-unsaturated ketones involves (1) the Horner-Emmons modification of the Wittig reaction to synthesize α,β-unsaturated nitriles, R2CH2(R1)C=C(R3)CN, from carbonyl compounds, R2CH2COR1, and (2) the oxidative decyanation of the α,β-unsaturated nitriles to afford.ß-unsaturated ketones, R2CH=C(R1)COR3, by sequential treatment with lithium diisopropylamide, oxygen gas, sodium sulfite, and sodium hydroxide.

Original languageEnglish
Pages (from-to)2939-2940
Number of pages2
JournalJournal of Organic Chemistry
Issue number17
StatePublished - Aug 1 1976

ASJC Scopus subject areas

  • Organic Chemistry


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