Method 3. Of (IR*,2S *,5R *)-Bicyclo[3.3.0]oct-7-enendo-2-ol. (S)-O-Methylmandelic acid (1.00 g, 6.02 mmol) was added to a white suspension prepared by the slow addition of 0.578 mL (6.62 mmol) of oxalyl chloride to 0.698 mL (9.03 mmol) of DMF ip 20 mL of acetonitrile at 0 °C. After 5 min, a solution of 821 mg (6.62 mmol) of the title alcohol in 1.07 mL (13.2 mmol) of pyridine was added over a 5-min period and the resultant mixture stirred at 0 °C for 20 min. The pale yellow reaction mixture was diluted with 100 mL of ether, the organic phase washed twice with saturated aqueous cupric sulfate and dried over sodium sulfate, and the solvent removed in vacuo to give a yellow oil.

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