1: 51 percent / sodium nitrite, phloroglucinol / dimethylsulfoxide / 20 h / Ambient temperature 2: 1) 3N sodium hydroxide; 3) acetic acid / 1) H2O, 0 deg C, 3 h; 2) H2O, 0 deg C, 5 h; 3) H2O, room temp., 20 h 3: 79 percent / mesyl chloride, triethylamine / CH2Cl2 / 1 h / 0 °C 4: 1) t-butyllithium; 2) copper(I)iodide, tributylphosphine 5: 44 percent / tributyltin hydride, azobisisobutyronitrile / toluene / 0.25 h / 110 °C 6: 86 percent / hydrogen fluoride-pyridine / acetonitrile / 2.5 h / Ambient temperature 7: 86 percent / porcine liver esterase, phosphate buffer solution (pH=8) / acetone / 4 h / Ambient temperature View Scheme

1: 1) 3N sodium hydroxide; 3) acetic acid / 1) H2O, 0 deg C, 3 h; 2) H2O, 0 deg C, 5 h; 3) H2O, room temp., 20 h 2: 79 percent / mesyl chloride, triethylamine / CH2Cl2 / 1 h / 0 °C 3: 1) t-butyllithium; 2) copper(I)iodide, tributylphosphine 4: 44 percent / tributyltin hydride, azobisisobutyronitrile / toluene / 0.25 h / 110 °C 5: 86 percent / hydrogen fluoride-pyridine / acetonitrile / 2.5 h / Ambient temperature 6: 86 percent / porcine liver esterase, phosphate buffer solution (pH=8) / acetone / 4 h / Ambient temperature View Scheme

1: 79 percent / mesyl chloride, triethylamine / CH2Cl2 / 1 h / 0 °C 2: 1) t-butyllithium; 2) copper(I)iodide, tributylphosphine 3: 44 percent / tributyltin hydride, azobisisobutyronitrile / toluene / 0.25 h / 110 °C 4: 86 percent / hydrogen fluoride-pyridine / acetonitrile / 2.5 h / Ambient temperature 5: 86 percent / porcine liver esterase, phosphate buffer solution (pH=8) / acetone / 4 h / Ambient temperature View Scheme

1: 1.) t-butyllithium, 2.) copper(I)iodide, tributylphosphine / 1.) ether, -78 deg C, 2 h, 2.) -78 deg C, 15 min then -40 deg C, 1 h, 3.) -78 deg C, 15 min then -40 deg C, 1 h 2: 30 percent / tributyltin hydride, azobisisobutyronitrile / toluene / Heating 3: 86 percent / hydrogenfluoride, pyridine / acetonitrile / 2.5 h / Ambient temperature 4: 86 percent / pig liver esterase / H2O / 4 h / Ambient temperature View Scheme

1.1: n-BuLi / tetrahydrofuran; hexane / 0.5 h / -78 °C 1.2: 2-thienyl(cyano)copper lithium / tetrahydrofuran; hexane / 0.5 h / -78 °C 1.3: 67 percent / tetrahydrofuran; hexane / 0.5 h / -78 °C 2.1: magnesium bromide; nitromethane; n-butanethiol / diethyl ether / 1 h / 20 °C View Scheme

1.1: n-BuLi / tetrahydrofuran; hexane / 0.5 h / -78 °C 1.2: 2-thienyl(cyano)copper lithium / tetrahydrofuran; hexane / 0.5 h / -78 °C 1.3: 67 percent / tetrahydrofuran; hexane / 0.5 h / -78 °C 2.1: magnesium bromide; nitromethane; n-butanethiol / diethyl ether / 1 h / 20 °C View Scheme

1.1: 31 percent / 4-(dimethylamino)pyridine; lithium carbonate / dimethylformamide / 20 h / 20 °C 2.1: n-BuLi / tetrahydrofuran; hexane / 0.5 h / -78 °C 2.2: 2-thienyl(cyano)copper lithium / tetrahydrofuran; hexane / 0.5 h / -78 °C 2.3: 67 percent / tetrahydrofuran; hexane / 0.5 h / -78 °C 3.1: magnesium bromide; nitromethane; n-butanethiol / diethyl ether / 1 h / 20 °C View Scheme

1: (i) tBuLi, (ii) nBuLi, PhSH, CuI*nBu3P, (iii) /BRN= 1435610/ 2: (microbiological transformation) View Scheme

1: (i) tBuLi, (ii) nBuLi, PhSH, CuI*nBu3P, (iii) /BRN= 1435610/ 2: (microbiological transformation) View Scheme

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