ESTER ENOLATE CLAISEN REARRANGEMENT OF 2-BUTENYL 3-HYDROXYBUTANOATE

Abstract
The ester enolate Claisen rearrangement of (E)- or (Z)-2-butenyl 3-hydroxybutanoate was found to give predominantly each one of four isomers of 3-methyl-4-methoxycarbonyl-5-hydroxy-1-hexene by the selection of the reaction conditions via the enolate dianions or silyl ketene acetals.