518358-97-9Relevant academic research and scientific papers
Synthesis of β-lactams from a N-rhenaimine: Effect of the transition metal on the energetic profile of the Staudinger reaction
Hevia, Eva,Perez, Julio,Riera, Victor,Miguel, Daniel,Campomanes, Pablo,Menendez, M. Isabel,Sordo, Tomas L.,Garcia-Granda, Santiago
, p. 3706 - 3707 (2003)
As depicted in the scheme, the alkylidenamido complex 1, a N-rhenaimine, reacts with ketenes to afford the β-lactams 2-4, which possess a {Re(CO)3(bpy)} fragment as substituent at nitrogen. Clean demetalations using HOTf or MeOTf yield the free β-lactams or N-methyl-β-lactams along with [Re(OTf)(CO)3(bpy)]. DFT calculations help to rationalize why the reaction is faster than those of non transition metal N-substituted imines. Copyright
