[C:1]1([CH3:15])[CH:6]=[CH:5][C:4]([S:7]([O:10][CH2:11][C@@H:12]2[O:14][CH2:13]2)(=[O:9])=[O:8])=[CH:3][CH:2]=1.[Cl-].[NH4+]>C1COCC1.[Cu](Cl)(Cl)(Cl)Cl.[Li]>[C:1]1([CH3:15])[CH:6]=[CH:5][C:4]([S:7]([O:10][CH2:11][C@H:12]([OH:14])[CH2:13][CH2:6][C@@H:1]([CH3:15])[CH2:2][CH3:3])(=[O:9])=[O:8])=[CH:3][CH:2]=1In a 500 ml flask as charged a 0.1 ML-1 dried THF solution containing 18 ml of lithium copper tetrachloride under a nitrogen atmosphere, followed by cooling to -50° C. The above prepared Grignard reagent was added thereto over 5 minutes, and the mixture was reacted at that temperature for 20 minutes. To the reaction mixture was added dropwise a solution of 8.07 g of (R)-glycidyl p-toluenesulfonate (produced by Aldrich Chemical Co., Inc.) in 70 ml of dried THF at the same temperature over 20 minutes through a dropping funnel, followed by further reacting for 1.5 hours. .The resulting reaction mixture was poured into a saturated ammonium chloride aqueous solution and extracted with diethyl ether. The extract was washed twice with a saturated sodium chloride aqueous solution, and the solvent was removed by distillation under reduced pressure to obtain 10.1 g (yield=95%) of a crude product. [α]D24 : -3.89° MS: 300 (M+) NMR (δ, ppm): 0.85 (6H, m), 1.3 (7H, m), 2.05 (1H, s), 2.43 (3H, s), 3.8 (1H, m), 3.97 (2H, m), 7.35 (2H, m), 7.8 (2H, m)
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