Rearrangements of secondary methylenecyclopropyl amides.
Contributors: University of Toronto.  Dept. of Chemistry.
Published: 2004
Language: eng
Number of pages: 124
Description: The mechanisms of both ring-expansion reactions were investigated extensively, employing deuterium labelled methylenecyclopropyl amide substrates.The magnesium iodide-mediated ring expansions of secondary methylenecyclopropyl amides have been examined in detail. The scope of the previously reported rearrangement reaction has been successfully extended, permitting the synthesis of a library of heteroaryl-substituted 4-methyl-1,5-dihydro-pyrrol-2-ones. Development of a novel, complimentary synthetic procedure enabled access to the isomeric 4-methylene-pyrrolidin-2-one products.
Notes: Adviser:  Mark Lautens.

Thesis (M.Sc.)--University of Toronto, 2004.

Electronic version licensed for access by U. of T. users.

Source: Masters Abstracts International, Volume: 43-03, page: 0854.

MICR copy on microfiche (2 microfiches).