TOTAL SYNTHESES OF THE ANGUCYCLINONE ANTIBIOTICS (-EMYCIN-A AND (+)-OCHROMYCINONE())

The first asymmetric synthesis of the angucyclinone antibiotics, emyci n A and ochromycinone, is achieved via a short, efficient sequence fro m 5-hydroxy-1,4-naphthoquinone with the key step being an effective ki netic resolution of a racemic diene in a Diels-Alder reaction promoted by a chiral Lewis acid derived from (S)-3,3'-diphenyl-1,1'-binaphthal ene-2,2'-diol.