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was injected dropwise into a stirred and cooled (-78 "C) solution of bromide 6 (348 mg, 1.09 "01) in ether (8 mL). The mixture was stirred for an additional 20 min, and aldehyde 7 (176 mg, 1.0 mmol) in ether (3 mL + 1 mL rinse) was then added at-78 "C over ca. 3 min. The reaction mixture was allowed to warm to 0 "C over 2 h. Saturated aqueous ammonium chloride (10 mL) was added, and the mixture was extracted with ether (2 X 15 mL). The combined organic extracts were washed with brine and dried (MgS04). Evaporation of the solvent and flash chromatography of the residue over silica gel (2 X 15 cm) with 1% ethyl acetate-dichloromethane gave alcohoh

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combined aaueous layers were extracted with 100 mL of ether (lit." mp 136-137 "C). 1989 and then acidified with concentrated HC1 and extracted with dichloromethane (3 X 75 mL). The combined organic extracts were washed with 100 mL of brine and dried (MgSOJ. Removal of solvent gave 4.38 g (59.6%) of 11 as a yellow solid. Recrystallization from ether yielded material with mp 136.5-137.5 O C Acknowledgment. The author thanks Michael G.