1: pyridine / 3 h / Ambient temperature 2: 1.) Rose Bengal, PH3P / 1.) 8 h, iso-PrOH, sunlight; 2.) Et2O, 30 min. View Scheme

1: LiAlH4 2: pyridine / 3 h / Ambient temperature 3: 1.) Rose Bengal, PH3P / 1.) 8 h, iso-PrOH, sunlight; 2.) Et2O, 30 min. View Scheme

1: 1.) 96 percent H2SO4 / 1.) 1 h, 125-130 deg C; 2.) ref., 24 h 2: LiAlH4 3: pyridine / 3 h / Ambient temperature 4: 1.) Rose Bengal, PH3P / 1.) 8 h, iso-PrOH, sunlight; 2.) Et2O, 30 min. View Scheme

rose bengal; triphenylphosphine 1.) 8 h, iso-PrOH, sunlight; 2.) Et2O, 30 min.; Yield given. Multistep reaction. Yields of byproduct given. Title compound not separated from byproducts;

rose bengal; copper(l) chloride; sodium sulfite 1.) i-PrOH, 12 h, sunlight, 2.) MeOH, pyridine, 24 h, room temperature; Yield given. Multistep reaction. Yields of byproduct given;