1: 2,4,6-trimethyl-pyridine; trifluoroacetic anhydride / acetonitrile / 0 °C 2: sodium tetrahydroborate View Scheme

2,4,6-trimethyl-pyridine; oxalyl dichloride in dichloromethane T=-50°C; non-oxidative chloro-Pummerer reaction; Inert atmosphere;

2,4,6-trimethyl-pyridine; trifluoromethylsulfonic anhydride in acetonitrile T=0°C; non-oxidative Pummerer reaction; Inert atmosphere;

1: With 2,4,6-trimethyl-pyridine; trifluoroacetic anhydride in acetonitrile T=0°C; non-oxidative Pummerer reaction; 2: With sodium hydrogencarbonate in water; acetonitrile optical yield given as percent ee;