(4S,4aS,8aS)-5-ethyl-3-methyl-2′,4′:3′,5′-di-O-methylenedioxyriboflavinium perchlorate; oxygen; zinc in water; ethyl acetate; acetonitrile T=60°C; Baeyer-Villiger oxidation; 7 h;

1: With [Rh(acac)2(CO)2]; hydrogen; triphenylphosphine in benzene T=75°C; P=20686.5 Torr; 16 h; 2: With sodium acetate; pyridinium chlorochromate in dichloromethane 12 h; Molecular sieve; regioselective reaction;

hydrogen; palladium on activated charcoal in ethyl acetate

1: acetic acid; zinc / 7 h / 20 - 80 °C 2: dihydrogen peroxide; AcrH(+)ClO4(-) / water; acetonitrile / 20 h / 20 °C / UV-irradiation View Scheme

1: zinc/copper couple; trichlorophosphate / diethyl ether / Reflux 2: acetic acid; zinc / 7 h / 20 - 80 °C 3: dihydrogen peroxide; AcrH(+)ClO4(-) / water; acetonitrile / 20 h / 20 °C / UV-irradiation View Scheme