Preparation of 3,4-diphenyl-4- methoxy-2- cyclopentene-1-ol and its derivatives

Reduction of methoxyketon 1 by NaBH4 gives methoxyketol 2. Allthough acetate and tosylate of this alchohol were not seprated, benzoate ester was isolated. Reduction of ketol 2 by LiAlH4 gives alchohol 4. Ketol 9 does not react with methyl magnesium iodide, but methoxyketon 1 react with both methyl magnesium iodide and phenyl magnesium iodide gives corresponding hydrocarbons. Keton 13 with phenylmagnesium iodide transforms to hydrocarbon 14. Compound 12 and 14 are light sensitive, disposing to light will change each of them to a mixture.