1422373-87-2Relevant academic research and scientific papers
Copper catalyzed Heck-like cyclizations of oxime esters
Faulkner, Adele,Race, Nicholas J.,Scott, James S.,Bower, John F.
, p. 2416 - 2421 (2014/05/20)
Copper catalyzed Heck-like cyclizations of oxime esters are described. Mechanistic studies indicate a reaction pathway that proceeds via the generation and cyclization of an intermediate that possesses iminyl radical character. To the best of our knowledge, this work encompasses the first examples of Cu-catalyzed aza-Heck reactions that proceed via oxidative initiation at nitrogen to generate products containing a new alkene. This new protocol is also an effective alternative to Pd-based systems and highlights the value of replacing precious metal catalysts with cheaper and more sustainable variants. This journal is the Partner Organisations 2014.
Palladium catalyzed cyclizations of oxime esters with 1,1-disubstituted alkenes: Synthesis of α,α-disubstituted dihydropyrroles and studies towards an asymmetric protocol
Faulkner, Adele,Scott, James S.,Bower, John F.
, p. 1521 - 1523 (2013/03/13)
We report efficient Pd-catalyzed cyclizations of oxime esters with 1,1-disubstituted alkenes as the basis of a general entry to α,α-disubstituted pyrrolidine derivatives. We also demonstrate that catalytic asymmetric variants of this chemistry are feasible by employing a suitable chiral ligand. The Royal Society of Chemistry 2013.
