1: H2 / Pd(OCOCF3)2; (S,S,R,R)-TangPhos / CH2Cl2 / 24 h / 40 °C / 57000 Torr 2: naphthalene; Na / 1,2-dimethoxy-ethane / 1 h / 20 °C 3: CH2Cl2 View Scheme

1: H2 / Pd(OCOCF3)2; (S,S,R,R)-TangPhos / CH2Cl2 / 24 h / 40 °C / 57000 Torr 2: naphthalene; Na / 1,2-dimethoxy-ethane / 1 h / 20 °C View Scheme

1: With triethylamine in dichloromethane T=20°C; 18 h; Inert atmosphere; 2: With water; hydrogen bromide in dichloromethane Inert atmosphere;

1: With bifunctional L-prolinamide N,N'-dioxide derivative; 2,5-di(1-adamantyl)-4-hydroxyphenol in toluene T=-20°C; asymmetric Strecker reaction; 68 h; 2: With hydrogen bromide; phenol in acetic acid 5 h; Heating;