Generation of N-Acyl Iminium Ions from Ionization-Rearrangement Reactions of N-Triflyloxy Amides

DOI: 10.1016/S0040-4039(00)76872-9

Source and publish data:

Tetrahedron Letters p. 3231 - 3234 (1994)

Update date:2022-07-29

Topics:

Authors:

Hoffman, Robert V.

Nayyar, Naresh K.

Shankweiler, Jean M.

Klinekole III, Bruce W.

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Article abstract of DOI:10.1016/S0040-4039(00)76872-9

N-Triflyloxy amides undergo ionization in refluxing isopropanol to give N-acyliminium ions which can be trapped by addition of allyltrimethylsilane to the reaction mixture.Alternatively they can be converted to N-(isopropoxy)alkyl amides and then back to

Full text of DOI:10.1016/S0040-4039(00)76872-9

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