Short and efficient enantioselective total synthesis of angucyclinone typeantibiotics (+)-rubiginone B-2 and (+)-ochromycinone

The enantioselective total synthesis of antibiotics rubiginone B-2 and ochr omycinone is achieved from enantiopure (S)-5-methoxy-2-(p-tolylsulfinyl)-1, 4-naphthoquinone and a racemic vinylcyclohexene through a short sequence in volving a tandem Diels-Alder reaction-sulfoxide elimination process with si multaneous kinetic resolution of the racemic diene, followed by controlled aromatization and functional group deprotection.