T=149.9°C; P=28.5 Torr; Irradiationmercury-photosensitized decomposition; other pressures (640 - 5000 Pa), different light intensities; Product distributionQuantum yieldMechanism;

sulfuric acid

1: triethylamine, DMPA / CH2Cl2 / Ambient temperature 2: 87 percent / 1.0 M aq. lithium hydroxide / tetrahydrofuran / 2 h / 0 - 5 °C View Scheme

T=149.9°C; P=28.5 Torr; Irradiationmercury-photosensitized decomposition; other pressures (640 - 5000 Pa), different light intensities; Product distributionQuantum yieldMechanism;

triethylamine in N,N-dimethyl-formamide T=0°C; 18 h;

1: Et3N / dimethylformamide / 18 h / 0 °C 2: 65 percent / 1) n-BuLi, triphenylmethane, diisopropylamine; 2) p-toluenesulfonyl azide, trimethylsilyl chloride / tetrahydrofuran / 1) -78 deg C, 40 min; 2) R.T. 1 h View Scheme

1: Et3N / dimethylformamide / 18 h / 0 °C 2: 65 percent / 1) n-BuLi, triphenylmethane, diisopropylamine; 2) p-toluenesulfonyl azide, trimethylsilyl chloride / tetrahydrofuran / 1) -78 deg C, 40 min; 2) R.T. 1 h 3: 64 percent / 48percent HF / various solvent(s) / 6.5 h View Scheme

1: Et3N / dimethylformamide / 18 h / 0 °C 2: 65 percent / 1) n-BuLi, triphenylmethane, diisopropylamine; 2) p-toluenesulfonyl azide, trimethylsilyl chloride / tetrahydrofuran / 1) -78 deg C, 40 min; 2) R.T. 1 h 3: 64 percent / 48percent HF / various solvent(s) / 6.5 h 4: 95 percent / 1) H2; 2) HCO2H / 10percent Pd/C / methanol / 1) 20 min; 2) 1 h, 5 deg C View Scheme