141 mmol in thf 50 ml was added by addition funnel over a 1 h period with good stirring overhead the progress of the reaction was followed by tlc and was complete in 2 h the reaction mixture was acidified with dilute aqueous ammonium chloride and the layers are separated the aqueous layer was extracted with ether 3 u00d7 30 ml and the combined organic extracts were washed with water 2 u00d7 20 ml the organic layer was dried over sodium sulfate filtered and the solvent removed by rotary evaporator to give a clear yellow oil the oil was purified by distillation kugelrohr followed by flash chromatography 20 1 hexanes ether to give a clear colorless oil 13 9 g 109 mmol 77 sharpless kinetic resolution of u00b1 2 methyl 1 hepten 3 ol a 100 ml three necked round bottomed flask was charged with diisopropyl tartrate 0 37 g 1 56 mmol titanium iv isopropoxide 0 22 g 0 78 mmol and powdered and activated 3a molecular sieves 250 mg and was cooled to 20 u00b0 c t butyl hydroperoxide 1 5 ml 5 13 m in ch 2 cl 2 7 8 mmol was added in a minimal amount of solvent the reaction 39 s progress was followed by capillary gc and at exactly 50 completion was quenched into an ice cold aqueous feso 4 citric acid solution 20 ml of a stock solution 33 g feso 4 sup 7h 2 o 11 g citric acid in a total volume of 100 ml of water the mixture was allowed to cool without stirring for 0 5 h the layers were separated and the aqueous phase was extracted with methylene chloride 3 u00d7.