(1S)-1-(2,3,4,5,6-pentafluorophenyl)ethanol

Conditions: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.

Procedure: To an ice-cooled solution of 0.21 g (1 mmol) of (S)-(-)-1-(pentafluorophenyl)ethanol and 0.17 g (1.5 mmol) of methanesulfonyl chloride in 2 m(of ether, was added dropwise 0.22 m((1.6 mmol) of triethylamine. After it was stirring for two hours at room temperature, 1N hydrochloric acid was added to the reaction mixture and was extracted with ether. This ether solution was washed with 1N hydrochloric acid and an aqueous solution of 5 wt% potassium carbonate , and the solvent was distilled off under reduced pressure. The subsequent distillation gave 0.24 g (yield: 83%) of (S)-(-)-1-(pentafluorophenyl)ethyl methanesulfonate having the aforementioned physical properties. was extracted with ether This ether solution was washed with 1N hydrochloric acid an aqueous solution of 5 wt% potassium carbonate , and the solvent was distilled off under reduced pressure The subsequent distillation

Conditions: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.

Procedure: To an ice-cooled solution of 0.21 g (1 mmol) of (S)-(-)-1-(pentafluorophenyl)ethanol and 0.17 g (1.5 mmol) of methanesulfonyl chloride in 2 m(of ether, was added dropwise 0.22 m((1.6 mmol) of triethylamine. After it was stirring for two hours at room temperature, 1N hydrochloric acid was added to the reaction mixture and was extracted with ether. This ether solution was washed with 1N hydrochloric acid and an aqueous solution of 5 wt% potassium carbonate , and the solvent was distilled off under reduced pressure. The subsequent distillation gave 0.24 g (yield: 83%) of (S)-(-)-1-(pentafluorophenyl)ethyl methanesulfonate having the aforementioned physical properties. was extracted with ether This ether solution was washed with 1N hydrochloric acid an aqueous solution of 5 wt% potassium carbonate , and the solvent was distilled off under reduced pressure The subsequent distillation

Conditions: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.

Procedure: To an ice-cooled solution of 0.21 g (1 mmol) of (S)-(-)-1-(pentafluorophenyl)ethanol and 0.17 g (1.5 mmol) of methanesulfonyl chloride in 2 m(of ether, was added dropwise 0.22 m((1.6 mmol) of triethylamine. After it was stirring for two hours at room temperature, 1N hydrochloric acid was added to the reaction mixture and was extracted with ether. This ether solution was washed with 1N hydrochloric acid and an aqueous solution of 5 wt% potassium carbonate , and the solvent was distilled off under reduced pressure. The subsequent distillation gave 0.24 g (yield: 83%) of (S)-(-)-1-(pentafluorophenyl)ethyl methanesulfonate having the aforementioned physical properties. was extracted with ether This ether solution was washed with 1N hydrochloric acid an aqueous solution of 5 wt% potassium carbonate , and the solvent was distilled off under reduced pressure The subsequent distillation

Conditions: temp:60.01; pressure:0.00; stir:; See reaction.notes.procedure_details.

Procedure: To this was added 2.47 g of (R)-(-)-2-chloro-1-(pentafluorophenyl)ethanol obtained in the method of Example 8, and was stirred for one hour at 60° C. to allow reaction to take place. After addition of 20 mg of AIBN, the reaction mixture was further stirred for three hours at 60° C. The subsequent distillation under reduced pressure gave 0.30 g of (S)-(-)-1-(pentafluorophenyl)ethanol. obtained in the method of Example 8 reaction the reaction mixture was further stirred for three hours at 60° C The subsequent distillation under reduced pressure

Conditions: temp:80.01; pressure:0.00; stir:; See reaction.notes.procedure_details.

Procedure: A mixture of 1.23 g of (R)-(-)-2-chloro-1-(pentafluorophenyl)ethanol obtained in Example 8, 1.60 ml of tributyltin hydride, and 16 mg of AIBN was stirred for eight hours at 80° C. After completion of reaction, the reaction mixture was purified by silica gel column chromatography to give 0.7 g of (S)-(-)-1-(pentafluorophenyl)-ethanol. After completion of reaction the reaction mixture was purified by silica gel column chromatography

Conditions: temp:80.01; pressure:0.00; stir:; See reaction.notes.procedure_details.

Procedure: A mixture of 1.23 g of (R)-(-)-2-chloro-1-(pentafluorophenyl)ethanol obtained in Example 8, 1.60 ml of tributyltin hydride, and 16 mg of AIBN was stirred for eight hours at 80° C. After completion of reaction, the reaction mixture was purified by silica gel column chromatography to give 0.7 g of (S)-(-)-1-(pentafluorophenyl)-ethanol. After completion of reaction the reaction mixture was purified by silica gel column chromatography

Conditions: temp:60.01; pressure:0.00; stir:; See reaction.notes.procedure_details.

Procedure: To a solution of 11.26 g of (R)-(-)-2-bromo-1-(pentafluorophenyl)ethanol containing 20% of 2-bromo-2-(pentafluorophenyl)ethanol obtained in Example 7 in 50 ml of hexane, was added 11.4 ml of tributyltin hydride at room temperature. After stirring for eight hours at 60° C., the reaction mixture was concentrated under reduced pressure, purified by silica gel column chromatography and distilled under reduced pressure to give 4.0 g of (S)-(-)-1-(pentafluorophenyl)ethanol having the following physical properties. the reaction mixture was concentrated under reduced pressure purified by silica gel column chromatography distilled under reduced pressure