Cyclopentanol frans-2-methyl

We already know from part (a) how to convert / runs-2-methy I c yc I ope n tanol to ris-2-methyl-cyclopentyl acetate. So all that is really necessary is to design a synthesis of frans-2-methyl-cyclopentanol. Therefore,... 

Likewise, stereoselective ring expansions in l-iodoethynyl-2-methylcyclopentanols 113 and 115 affords (3,(3-diiodoenones upon treatment with PhI(OH)OTs and iodine (Scheme 3.46) [134]. Depending on the relative stereochemistry of the methyl and the hydroxyl groups in the starting cyclopentanol, the products are 2-(diiodomethylidene)-3-methylcyclohexanone (114), from c -cyclopentanol 113 and 2-(diiodomethylidene)-6-methylcyclohexanone (116) from fran -cyclopentanol 115 [134]. 

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