54091-23-5Relevant academic research and scientific papers
Potassium Base-Catalyzed Michael Additions of Allylic Alcohols to α,β-Unsaturated Amides: Scope and Mechanistic Insights
Kurouchi, Hiroaki,Sai, Masahiro
supporting information, p. 3585 - 3591 (2021/06/27)
We report herein the first KHMDS-catalyzed Michael additions of allylic alcohols to α,β-unsaturated amides through allylic isomerization. The reaction proceeds smoothly in the presence of only 5 mol% of KHMDS to afford a variety of 1,5-ketoamides in high yields. Mechanistic investigations, including experimental and computational studies, reveal that the KHMDS-catalyzed in-situ generation of the enolate from the allylic alcohol through a tunneling-assisted 1,2-hydride shift is the key to the success of this transformation. (Figure presented.).
Copper-catalyzed bis(methoxycarbonyl)carbene reactions of α,β-unsaturated carboxamides
Merey, Goekce,Anac, Olcay
experimental part, p. 1053 - 1064 (2011/08/05)
The [Cu(acac)2]-catalyzed reactions of α,β- unsaturated carboxamides with dimethyl diazomalonate yielded dihydrofuran derivatives by a 1,5-electrocyclic reaction at C(β), and butadiene derivatives by carbene addition reaction at C(α) (Schemesa
