1217357-13-5Relevant academic research and scientific papers
Photochemical Alkene Isomerization for the Synthesis of Polysubstituted Furans and Pyrroles under Neutral Conditions
Walker, Johannes C. L.,Werrel, Simon,Donohoe, Timothy J.
, p. 13114 - 13118 (2019/10/22)
A photochemical approach to polysubstituted heterocycles using UV-induced alkene isomerization is described. The method allows for the synthesis of disubstituted furans and pyrroles under mild and neutral conditions and also provides access to a class of trisubstituted furans pertinent to natural-product synthesis. The method has broad functional-group tolerance and many richly decorated heterocycles have been prepared incorporating functional groups that are unstable under Br?nsted and Lewis acidic conditions.
Concise synthesis of α-(hydroxymethyl) alkyl and aryl vinyl ketones
Kraem, Jihene Ben,Amri, Hassen
, p. 110 - 117 (2012/10/30)
2,4-Diketoesters 2 have first been reported as starting materials for the synthesis of a new class of α-hydroxymethyl-α,β-unsaturated ketones 3. Thus, under heterogeneous liquid-liquid medium in the presence of concentrated aqueous potassium carbonate as a base, both aliphatic and aromatic 2,4-dioxoalkanoates 2 react with aqueous formaldehyde to afford the corresponding ketones 3 in fair to good yields. Copyright Taylor & Francis Group, LLC.
A Synthetic and Computational Investigation into the Direct Synthesis of α -Hydroxymethylated Enones from β-keto Phosphonates
Ryan, Sarah J.,Thompson, Christopher D.,Lupton, David W.
experimental part, p. 720 - 727 (2010/02/16)
The synthesis of a range of -hydroxymethylated enones has been achieved using the Villiras modification of the HornerWadsworthEmmons (HWE) reaction. Scope, limitations, and mechanistic aspects of this reaction were investigated using a combination of synthetic and computational studies. These investigations support a SchlosserCorey type reaction mechanism that is balanced between two pathways with the outcome influenced by the steric environment of the substrate. CSIRO 2009.
