1: 10percent HCl / methanol / 1 h / Ambient temperature 2: diethyl phosphorocyanidate, triethylamine / tetrahydrofuran / 1) 0 deg C, 1 h, 2) r.t., 40 min 4: 80 percent / H2 / 5percent Pd-C / ethanol / 1 h / Ambient temperature View Scheme

2: 80 percent / H2 / 5percent Pd-C / ethanol / 1 h / Ambient temperature View Scheme

1: 31 percent / tetrahydrofuran / 16 h 2: 8 percent / H2 / 10percent Pd-C / ethanol / 4 h / Heating View Scheme

1: 94 percent / LiCl, sodium borohydride, EtOH / tetrahydrofuran / 1) 0 deg C, 1 h, 2) r.t., 19.5 h 2: 95 percent / sulfur trioxide-pyridine complex, DMSO, Et3N / CH2Cl2 / 0.17 h / 10 - 20 °C 3: 61 percent / 0.4 M cerium chloride / methanol / 67 h / 40 - 45 °C 4: 10percent HCl / methanol / 1 h / Ambient temperature 5: diethyl phosphorocyanidate, triethylamine / tetrahydrofuran / 1) 0 deg C, 1 h, 2) r.t., 40 min 7: 80 percent / H2 / 5percent Pd-C / ethanol / 1 h / Ambient temperature View Scheme

1: ceric trichloride / methanol / room temp. for 0.5 h. then 50 gradC for 21 h. 2: H2 / Pd/C 3: 77 percent / diethyl phosphorocyanidate, triethylamine, molecular sieves 4A / tetrahydrofuran / 0 gradC for 1 h. then room temp. for 40 min. 5: 80 percent / H2 / palladium-carbon / ethanol View Scheme

1: H2 / Pd/C 2: 77 percent / diethyl phosphorocyanidate, triethylamine, molecular sieves 4A / tetrahydrofuran / 0 gradC for 1 h. then room temp. for 40 min. 4: 80 percent / H2 / palladium-carbon / ethanol View Scheme

1: 93 percent / AcOH / 5 h / 150 °C / in a sealed tube 2: 82 percent / H2 / 5percent Pd-C / methanol; tetrahydrofuran / 1520 Torr View Scheme

multistep reaction: application of a new Mannich type condensation to the synthesis of tilivalines and analog compounds;various nucleophiles, other acetal amides;