C12BC(CCC1)CCC2.[CH2:10]([Si:15]([C:20]1[CH:25]=[CH:24][CH:23]=[CH:22][CH:21]=1)([CH:18]=[CH2:19])[CH:16]=[CH2:17])[CH2:11][CH2:12][CH2:13][CH3:14].Cl[CH:27]([O:29]C)Cl.CC(C)([O-])C.[Li+].[OH-].[Na+].OO.C12C(=O)C(CCC1)CCC2>O.C(O)C.CCCCCC.O1CCCC1.CO.CCCCCC>[CH2:10]([Si:15]1([C:20]2[CH:21]=[CH:22][CH:23]=[CH:24][CH:25]=2)[CH2:18][CH2:19][C:27](=[O:29])[CH2:17][CH2:16]1)[CH2:11][CH2:12][CH2:13][CH3:14]A mixture of 15.9 g of 9-borabicyclo [3.3.1] nonan, 14.8 g of n-pentylphenyldivinylsilane and 150 ml of n-hexane was refluxed for 2 hours and then cooled with ice water. 7.0 ml of borane-dimethylsufide was added to the mixture, which was then heated again and refluxed for 2 hours. After cooling, 16 ml of methanol was added at room temperature and the mixture was stirred for 2 hours at 0° C. 25.0 g of dichloromethylmethyl ether was then dripped into the mixture, followed by also dripping a hexane-tetrahydrofuran (1:1) solution of 1.33M lithium t-butoxide into the mixture. After stirring at room temperature for 2 hours, 80 ml of ethanol, 10 ml of water and 10.0 g of sodium hydroxide were added. Then 80 ml of an aqueous solution of 30% hydrogen peroxide was slowly added. After stirring at room temperature for 2 hours, the organic layer was dried/concentrated to obtain a mixture of the target product and bicyclo [3.3.1] nonan-9-one. They were separated by means of silica-gel chromatography to obtain 15.2 g (yield 91%) of the target product. The target product thus obtained exhibited the same spectra as those of Example 7.
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