ChemInform Abstract: Synthetic Studies on Kinamycin Antibiotics: Elaboration of a Highly Oxygenated D Ring.

Abstract

Synthetic Studies on Kinamycin Antibiotics: Elaboration of a Highly Oxygenated D Ring.-The first successful construction of a 3,4,5,6tetraoxygenated cyclohexene ring with the correct relative configuration (cis, trans, trans) in kinamycin skeletons is reported. Key steps of the synthesis are a highly endo-selective Diels-Alder cycloaddition of (I) and diene (II) and the stereoselective dihydroxylation of tri-Tbs-ether (VIII) affording triol (IX) with the desired relative configuration. -(KUMAMOTO, TAKUYA; TABE,