1.1: 87 percent / ethyl-2-methyl-1,3-dioxolan; p-TsOH / CH2Cl2 / 48 h / 20 °C 2.1: Li; NH3 / tetrahydrofuran; H2O / 0.75 h / -78 - -33 °C 2.2: 76 percent / tetrahydrofuran; H2O / 2 h / Heating 3.1: 98 percent / KOtBu / toluene / 4 h / Heating 4.1: 100 percent / HCl / tetrahydrofuran / 12 h / 20 °C 5.1: 89 percent / H2; Et3N / 10percent Pd/C / methanol / 12 h / 20 °C 6.1: 98 percent / KOtBu / toluene / 3 h / Heating 7.1: 4 percent / AgO; HNO3 / dioxane / 20 °C View Scheme

1.1: 87 percent / ethyl-2-methyl-1,3-dioxolan; p-TsOH / CH2Cl2 / 48 h / 20 °C 2.1: Li; NH3 / tetrahydrofuran; H2O / 0.75 h / -78 - -33 °C 2.2: 76 percent / tetrahydrofuran; H2O / 2 h / Heating 3.1: 98 percent / KOtBu / toluene / 4 h / Heating 4.1: 100 percent / HCl / tetrahydrofuran / 12 h / 20 °C 5.1: 89 percent / H2; Et3N / 10percent Pd/C / methanol / 12 h / 20 °C 6.1: 98 percent / KOtBu / toluene / 3 h / Heating 7.1: 26 percent / AgO; HNO3 / dioxane / 20 °C View Scheme

L-phenylalanine; (1S)-10-camphorsulfonic acid in N,N-dimethyl-formamide

hexamethylimidazolium hexafluorophosphate; D-(+)-Phenylalanine; (1S)-10-camphorsulfonic acid in N,N-dimethyl-formamide T=20 - 70°C; Title compound not separated from byproducts;

1: With triethylamine in tetrahydrofuran Heating; 2: With L-phenylalanine; (1S)-10-camphorsulfonic acid in N,N-dimethyl-formamide

1: yeast cells of Torulaspora delbrueckii IFO10921; glucose / aq. phosphate buffer / 36 h / 30 °C / pH 6.5 / Enzymatic reaction 2: Jones reagent View Scheme

1: triethylamine / ethyl acetate 2: C9H14O5S; L-phenylalanine / N,N-dimethyl-formamide View Scheme

1: triethylamine / ethyl acetate 2: C9H14O5S; L-phenylalanine / N,N-dimethyl-formamide View Scheme

3 A molecular sieve; toluene-4-sulfonic acid in 1,4-dioxane Heating;

jones reagent Title compound not separated from byproducts.;