Construction of the Bicyclic Core Structure of the Enediyne Antibiotic Esperamicin-A1 in Either Enantiomeric Form from (-)-Quinic Acid

Article abstract of DOI:10.1021/jo00114a025

Employed as a common chiral starting material, (-)-quinic acid (7) was converted in a concise manner to both enantiomers of the β,γ-unsaturated ketone 12.On the one hand, (+)-12 was obtained by stereospecific borohydride reduction of the conjugated ketone