1: With diisobutylaluminium hydride in tetrahydrofuran T=-78°C; 1 h; 2: With Potassium sodium tartrate; acetone in tetrahydrofuran

1: With sodium tetrahydroborate in tetrahydrofuran 0.25 h; Inert atmosphere; 2: With boron trifluoride diethyl etherate in tetrahydrofuran T=60°C; 1 h; Inert atmosphere; 3: With pyridinium chlorochromate in dichloromethane T=20°C;

Dess-Martin periodane in dichloromethane T=20°C; 1 h; Inert atmosphere;

copper(l) iodide; caesium carbonate in dimethyl sulfoxide T=50°C; 4 h; Inert atmosphere;

1: Py, piperidine 2: (i) Na-Hg, aq. KOH, (ii) SOCl2, (iii) AlCl3, CS2 View Scheme