10.1021/jo100320j.s001
José M. Concellón
José M.
Concellón
Humberto Rodríguez-Solla
Humberto
Rodríguez-Solla
Carmen Concellón
Carmen
Concellón
Carmen Simal
Carmen
Simal
Noemí Alvaredo
Noemí
Alvaredo
Sequential Synthesis of (<i>E</i>)-α,β-Unsaturated Primary Amides with Complete Stereoselectivity
American Chemical Society
2010
samarium chloroacetamide enolate
Complete StereoselectivityA novel
stereoselective synthesis
sequential
SmI
aldehyde
Amide
Sequential Synthesis
elimination
yield
2010-05-21 00:00:00
Journal contribution
https://acs.figshare.com/articles/journal_contribution/Sequential_Synthesis_of_i_E_i__Unsaturated_Primary_Amides_with_Complete_Stereoselectivity/2767705
A novel, efficient, and totally stereoselective synthesis of (<i>E</i>)-α,β-unsaturated primary amides is reported. This process is consistent with a SmI<sub>2</sub>-mediated sequential reaction of an unmasked samarium chloroacetamide enolate with an aldehyde, followed by a β-elimination to produce (<i>E</i>)-α,β-unsaturated primary amides in good yields.