1: 98 percent / pyridine; DMAP / CH2Cl2 / 20 °C 2: 83 percent / n-Bu4NHSO4; Oxone(R); NaHCO3 / (S,S)-(+)-N,N'-bis(3,5-di-tBuSal)-1,2-cHex-diNH2-Mn(III)Cl / acetonitrile; various solvent(s) / 0 °C 3: 81 percent / LiAlH4 / tetrahydrofuran / 2 h / 0 °C 4: zinc chloride / 110 °C 5: 92 percent / pyridine / CH2Cl2 / 20 °C View Scheme

diisobutylaluminium hydride in pentane 6 h; Irradiation;

1: pyridine / 1 h / Heating 2: hydrogen / palladium/charcoal / ethyl acetate / 2 h 3: 52 percent / hexane / Ambient temperature; Irradiation 4: DDQ / benzene / 1 h / Heating View Scheme