HIGHLY SELECTIVE FORMATION OF LINEAR-CONJUGATED DIENOLATE ANIONS FROM CONJUGATED ENONES

Abstract Treatment of conjugated enones having both α′- and γ -hydrogens with KN(SiMe3)2 (KHMSA) in a mixed solvent of DMF with THF at −78 °C afforded preferentially linear-conjugated dienolate anions, which were trapped by methyl chloroformate to give the corresponding dienyl methyl carbonates.