Abstract
Epoxidations of the sterically unbiased olefin, 3-(4-X-phenyl)-3-phenylcyclopentene (X = NO 2, Br, Cl, OCH 3) with peracetic acid have been found to proceed with up to 73:27 stereoselectivity. Stereochemistry of the products was determined by lanthanide shift studies, COSY and 1D NOE 1H NMR spectroscopic techniques and chemical correlation to the known 2,2-diarylcyclopentanols.
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