Stereoselective synthesis of (±)-4-epi-acetomycin by the ester enolate carroll rearrangement

Article abstract of DOI:10.1016/0040-4039(91)80185-9

The synthesis of (+-)-4-epi-acetomycin has been completed by the steroselective ester enolate (Carroll rearrangement of (E)-2-butenyl 2-methylacetoacetate, followed by ozonolysis and acetylation. The synthesis of (+)- acetomycin and its three diastereomers by a related route is also described.