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First-order inhibition by acetone in the epoxide-opening spirocyclization of glycal epoxide 22c (R = H). a) Plot of kobs (min−1) for inversion product formation at varying [acetone] yields an inhibitory curve. Mean values over two replicate experiments shown. b) Plot of kobs (min−1) versus [acetone]−1 yields a linear correlation, consistent with negative first-order dependence on acetone. Mean values over two replicate experiments shown.
