Topic
Methyl vinyl ketone
About: Methyl vinyl ketone is a research topic. Over the lifetime, 1510 publications have been published within this topic receiving 26839 citations. The topic is also known as: 3-buten-2-one & gamma-oxo-alpha-butylene.
Papers published on a yearly basis
Papers
More filters
TL;DR: It was found that both the used Lewis base and solvent can significantly affect the reaction and the double aza-Baylis–Hillman adduct 3 exclusively in moderate to good yields with excellent diastereoselectivities.
15 citations
TL;DR: In this article, a new method for the synthesis of cyclopropane derivatives is described, which involves treatment of electrondeficient olefins with dibromomethane in the presence of Ni(0) complex/zinc/Lewis acid (or alkali halide) systems.
Abstract: A new method for the synthesis of cyclopropane derivatives is described. It involves treatment of electrondeficient olefins with dibromomethane in the presence of Ni(0) complex/zinc/Lewis acid (or alkali halide) systems. Ni(PPh3)4/Zn/ZnBr2 system was effective for the cyclopropanation of methyl acrylate and acrylonitrile, but was ineffective for that of methyl vinyl ketone and acrylaldehyde. Ni(COD)2/Zn/NaI system was applicable to the cyclopropanation of methyl vinyl ketone as well as to that of methyl acrylate and acrylonitrile. Alternative catalytic systems which were easy to handle were exploited, involving in situ generated Ni(0) complexes prepared from NiBr2(PPh3)2 and zinc, or nickel bromide, sodium iodide, zinc, and an olefin. Catalytic amounts of nickel compounds are sufficient for the cyclopropanation of methyl acrylate, acrylonitrile, and methyl vinyl ketone, but a 1 : 2 nickel : acrylaldehyde mole ratio results in the best yield. A mechanism is proposed which involves metallacyclobutane as an ...
15 citations
15 citations
TL;DR: In this article, the chiral lithioenamines derived from α-alkyl β-keto esters and (S )-valine tert-butyl esters were described.
15 citations
TL;DR: In this paper, a Pictet-Spengler reaction with the corresponding acetals 6 and 10, add methyl vinyl ketone to form the diastereomeric mixtures 9 and 12, under phase transfer conditions only 12 can be converted into a mixture of the title compounds 2a and 2b.
15 citations