Nature of the slow step in the hydrolysis of cyclic and bicyclic ortho esters containing 1, 3-dioxane rings

RA McClelland, S Gedge…

文献索引：McClelland, Robert A.; Gedge, Sherrin; Bohonek, Jon Journal of Organic Chemistry, 1981 , vol. 46, # 5 p. 886 - 891

全文：HTML全文

被引用次数: 7

摘要

Both types of compounds exhibit a change in the slow step in product formation with changing pH. At high pH the 1, 3-dioxan-2-ylium ion forming step is rate determining, while at low pH the slow step involves the decomposition of the hydrogen ortho ester intermediate of the hydrolysis, and both this intermediate and the 1, 3-dioxan-2-ylium ion intermediate accumulate in significant amounts during hydrolysis. A similar change in the slow step has ...