(2R,3S)-2-苯基-3,4-二氢-2H-色烯-3-醇

反应条件: temp:23.01; pressure:0.00; stir:; See reaction.notes.procedure_details.

实验步骤: A solution of 2-phenyl-2H-chromene (2a) (167 mg, 0.8 mmol) and 1 molar BH3-THF (16 mL) was stirred for 2 h at 23° C. Solution was cooled to 0° C. before a 20% (w/w) aqueous solution of NaOH (4.8 mL) and 30% (w/w) aqueous solution of H2O2 (4.9 mL) were added. The reaction was slowly warmed to 23° C. and stirred for 12 h. The solution was then diluted with Et2O and H2O followed by acidification with 10% (w/w) aqueous HCl and extraction with Et2O. The organics were combined, dried over magnesium sulfate, filtered, and concentrated under reduced pressure. Purification by flash chromatography with 10% EtOAc/hexanes afforded 7 as a white solid (115 mg, 63%). Spectroscopic data was consistent with those previously reported. were added followed by acidification with 10% (w/w) aqueous HCl and extraction with Et2O dried over magnesium sulfate filtered concentrated under reduced pressure Purification by flash chromatography with 10% EtOAc/hexanes

反应条件: temp:23.01; pressure:0.00; stir:; See reaction.notes.procedure_details.

实验步骤: A solution of 2-phenyl-2H-chromene (2a) (167 mg, 0.8 mmol) and 1 molar BH3-THF (16 mL) was stirred for 2 h at 23° C. Solution was cooled to 0° C. before a 20% (w/w) aqueous solution of NaOH (4.8 mL) and 30% (w/w) aqueous solution of H2O2 (4.9 mL) were added. The reaction was slowly warmed to 23° C. and stirred for 12 h. The solution was then diluted with Et2O and H2O followed by acidification with 10% (w/w) aqueous HCl and extraction with Et2O. The organics were combined, dried over magnesium sulfate, filtered, and concentrated under reduced pressure. Purification by flash chromatography with 10% EtOAc/hexanes afforded 7 as a white solid (115 mg, 63%). Spectroscopic data was consistent with those previously reported. were added followed by acidification with 10% (w/w) aqueous HCl and extraction with Et2O dried over magnesium sulfate filtered concentrated under reduced pressure Purification by flash chromatography with 10% EtOAc/hexanes