Perkin communications. Change of rate determining step induced by the gem-dimethyl effect
Abstract
The base-catalysed cyclisation to the hydantoin of 2,2,3-trimethyl-5-phenylhydantoate (2; R1= R2= Me) is slower than that of the 2,3-dimethyl compound, even though the acceleration expected from the gem-dimethyl effect is observed for the acid-catalysed reaction.