Reactions of nitrosonium ethyl sulfate with olefins and dienes: an experimental and theoretical study

…, NS Zefirov, LA Barnhurst, AG Kutateladze

文献索引：Zyk, Nikolai V.; Nesterov, Evgueni E.; Khlobystov, Andrei N.; Zefirov, Nikolai S.; Barnhurst, Loren A.; Kutateladze, Andrei G. Journal of Organic Chemistry, 1999 , vol. 64, # 19 p. 7121 - 7128

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被引用次数: 7

摘要

Nitrosonium ethyl sulfate (1), which is generated in situ from ethyl nitrite and sulfur trioxide, is a convenient reagent for the one-pot transformation of olefins and dienes into substituted aldehydes and ketones. New experimental and theoretical aspects of this reaction are discussed. A DFT and ab initio computational study is undertaken to provide further insight into the mechanism of electrophilic nitrosation, including the initial π-complexes, transition ...