Issue 6, 1978

Synthesis of α-damascone [trans-1-(2,6,6-trimethylcyclohex-2-enyl)but-2-en-1-one] by a catalysed Diels–Alder reaction with inverse electron demand

Abstract

The synthesis of α-damascone from isoprene, acetyl chloride, and 2-methylpropene is described. The catalysed addition of 2-methylpropene to 4-methylhexa-3,5-dien-2-one gave several products including the Diels–Alder adduct (4), which was converted into α-damascone by condensation with acetaldehyde.

Article information

Article type
Paper

J. Chem. Soc., Perkin Trans. 1, 1978, 678-680

Synthesis of α-damascone [trans-1-(2,6,6-trimethylcyclohex-2-enyl)but-2-en-1-one] by a catalysed Diels–Alder reaction with inverse electron demand

R. C. Cookson and R. M. Tuddenham, J. Chem. Soc., Perkin Trans. 1, 1978, 678 DOI: 10.1039/P19780000678

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