LE3 .A278 2020

2020

Drouin, Alexandre
Lukeman, Matthew

Acadia University

Master of Science

Masters

Chemistry

Chemistry

This thesisis split into two distinct sections each section corresponding to different heteroallenes (ketenimines and keteniminium salts). In the first section, diverse strategies were used to synthesize ketenimines. Although they are difficult to isolate because of their reactivity; their synthesis was successfully achieved. The idea was to use these highly reactive ketenimines to facilitate Claisen rearrangements, and expand a rearrangement that normally involves ketenes. This route eventually brought us to another heteroallene source: keteniminium salts. The second section deals with the chemistry of the activation of amides. This chemistry is applied to the generation of a keteniminium salt. Recent works have shown their potential in sigmatropic rearrangements. These works have shown that keteniminium salts could undergo sigmatropic rearrangements with allylic ethers. The idea was to build on this body of work and to further develop the versatility of the method.

The author retains copyright in this thesis. Any substantial copying or any other actions that exceed fair dealing or other exceptions in the Copyright Act require the permission of the author.

https://scholar.acadiau.ca/islandora/object/theses:3542