1: 96 percent / H2 / 10percent Pd/C / ethanol 2: 74 percent / Et3N / benzene 3: 97 percent / TsOH / methanol / 24 h / Ambient temperature View Scheme

1: 74 percent / diethyl azodicarboxylate, Ph3P, BzONa / tetrahydrofuran 2: 81 percent / (MeO)3BF4 3: 79 percent / ethanol. NaOEt 4: 99 percent / imidazole / dimethylformamide 5: 75 percent / tetrahydrofuran / Ambient temperature 6: 89 percent / tetrabutylammonium fluoride / diethyl ether / Ambient temperature 7: 1.) Bu3SnH, AIBN, 2.) SiO2 / 1.) benzene 8: 90 percent / m-CPBA, NaHCO3 9: 70 percent / BF3*Et2O / -78 - 20 °C 10: NH2OH*HCl, NaOAc / ethanol 11: carbonyldiimidazole / CH2Cl2 / Ambient temperature 12: 1.) LiNEt2, 2.) 2,6-di-tert-butyl-4-methylphenol / 1.) THF, 0 deg C, 30 min, 2.) THF, 30 min 13: 2.) H2O / 1.) THF, -78 deg C 14: 96 percent / H2 / 10percent Pd/C / ethanol 15: 74 percent / Et3N / benzene 16: 97 percent / TsOH / methanol / 24 h / Ambient temperature View Scheme

1: 1.) LiNEt2, 2.) 2,6-di-tert-butyl-4-methylphenol / 1.) THF, 0 deg C, 30 min, 2.) THF, 30 min 2: 2.) H2O / 1.) THF, -78 deg C 3: 96 percent / H2 / 10percent Pd/C / ethanol 4: 74 percent / Et3N / benzene 5: 97 percent / TsOH / methanol / 24 h / Ambient temperature View Scheme

1: 2.) H2O / 1.) THF, -78 deg C 2: 96 percent / H2 / 10percent Pd/C / ethanol 3: 74 percent / Et3N / benzene 4: 97 percent / TsOH / methanol / 24 h / Ambient temperature View Scheme

1: With oxygen; rose bengal; N-ethyl-N,N-diisopropylamine in dichloromethane T=-78°C; Irradiation; 2: With sodium tetrahydroborate; water in dichloromethane T=20°C; Further stages.;

1: 74 percent / Et3N / benzene 2: 97 percent / TsOH / methanol / 24 h / Ambient temperature View Scheme

21-hydroxy-malonyltransferase enzyme; Hepes-KOH buffer in dimethyl sulfoxide T=90°C; 1 h;

2: 95 percent / 0.2 N H2SO4 / methanol; H2O / 1 h / Heating View Scheme

1: 1.) NaBH4, MeOH, 2.) 3N HCl / 1.) THF, reflux, 0.5 h, 2.) Et2O, H2O, pH=1.4, overnight. 3: 95 percent / 0.2 N H2SO4 / methanol; H2O / 1 h / Heating View Scheme

hydrogen; palladium on activated charcoal in ethanol 2 h; Product distribution;