Enantioselective dihydroxylation of (7) with osmium tetroxide with mediation by the chiral diamine (–)-(6) afforded (9) of 82% enantiomeric excess which was then successfully converted to (+)-4-demethoxydaunomycinone (5).
K. Tomioka, M. Nakajima and K. Koga, J. Chem. Soc., Chem. Commun., 1989, 1921 DOI: 10.1039/C39890001921
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