It should be pointed out that Kankaanpera has recently investigated the hydrolytic behavior of a related substrate, 2-ethoxy-2,3dihydropyran: A. Kankaanpera, Acia Chem. Scand., 23, 1465 (1969. On the basis of a slightly inverse solvent isotope effect, solvent isotope effects in H2O-D2O mixtures, and activation parameters, he concluded that this substrate hydrolyzes by concurrent acetal and vinyl ether pathways (Schemes I and II). Unfortunately, no buffer experiments were reported, and a firm decision regarding the hydrolysis mechanism of this material must await further work now in progress in our laboratory.
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