Synthesis and applications of N-methoxy- N-methyl aziridinecarboxamides.
Published: 2006
Language: eng
Number of pages: 77
ISBN-13: 9780494210444
Description: The synthesis and applications of N-methoxy- N-methyl-2-aziridinecarboxamides are reported. N-methoxy- N-methyl-2-aziridinecarboxamides were synthesized from epoxide precursors and their use as highly versatile synthetic intermediates were explored. Nucleophilic addition to the amide using organometallic reagents led to the synthesis of 2-ketoaziridines in good yields. Furthermore, the unusual properties and reactivity of N-alkenyl aziridines were explored. N-alkenyl derivatives of N-methoxy-N-methyl-2-aziridinecarboxamides were synthesized through a copper catalyzed coupling reaction and transformed into N-alkenyled ketoaziridines using organometallic nucleophiles. The corresponding N-alkenyl-2-ketoaziridines were subjected to bases and the resulting enolates underwent rearrangements to obtain 7 membered azepin-4-ones.
Notes: Source: Masters Abstracts International, Volume: 45-03, page: 1504.

Thesis (M.Sc.)--University of Toronto, 2006.

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