1: 60 percent / bis<trifluoroacetoxy>-phenyliodine (2), pyridine / dimethylformamide; H2O / 3 h / Ambient temperature 2: 42 percent / NaHCO3 / H2O 3: 38 percent / ethanol View Scheme

1: 42 percent / NaHCO3 / H2O 2: 38 percent / ethanol View Scheme

in ethanol

1: N-Boc-5-allyl-L-proline methyl ester With hydrogenchloride in 1,4-dioxane; methanol T=20°C; 2: Nα-Boc,Nβ-Z-Dap*DCHA With benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; N-ethyl-N,N-diisopropylamine in dichloromethane T=20°C; Product distribution / selectivity;

1.1: hydrogenchloride / 1,4-dioxane; methanol / 20 °C 1.2: 20 °C 2.1: triphenylphosphine; ozone / dichloromethane View Scheme