Observation of different primary kinetic isotope effects in a pair of enantioselective reactions
Abstract
The primary deuterium kinetic isotope effect has been determined to be 5.31 and 6.19 for (+)- and (–)-1-methylindene, respectively, in the enantioselective prototropic rearrangement of these compounds to 3-methylindene under the catalytic effect of the chiral base(+)-(8R,9S)-dihydroquinidine in the solvent o-dichlorobenzene at 30 °C.