Acetolysis studies of pinacolyl-type tosylates. Rapid solvolysis rates of possible steric origin

AP Krapcho, BS Bak, RG Johanson…

Index: Krapcho,A.P. et al. Journal of Organic Chemistry, 1970 , vol. 35, p. 3722 - 3726

Full Text: HTML

Citation Number: 0

Abstract

Results The acetolysis data and the activation parameters for the tosylates 1 (R= Ts) and 3 (R= Ts) along with those for several model compounds are tabulated in Table I. In order to make rate comparisons with the tosylates studied here and other related systems, comparative rate data are presented in Table 11. The products obtained from 1 (R= Ts) are of interest in that 870/, olefinic material and 13y0 acetate were produced (nmr area ratios). ...