A New Synthesis of 4-Methoxy-6-valeryl-5,6-dihydro-2-pyrone
- 1 August 1977
- journal article
- research article
- Published by Oxford University Press (OUP) in Bulletin of the Chemical Society of Japan
- Vol. 50 (8), 2191-2192
- https://doi.org/10.1246/bcsj.50.2191
Abstract
The reaction of ethyl 2-acetoxy-3-oxoheptanoate with γ-bromo-β-methoxy-cis-crotonate in the presence of sodium ethoxide afforded diethyl 3-methoxy-5-hydroxy-5-valeryl-2-hexenedioate (7) in 65% yield. Treatment of 7 with a dilute aqueous NaOH in acetone gave (±)-4-methoxy-6-valeryl-5,6-dihydro-2-pyrone, a key intermediate leading to pestalotin, in 41% yield.Keywords
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