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.
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16 citations
TL;DR: In this paper, an X-ray crystallographic structure determination showed that the seven-membered ring is twisted in such a way to fit the steric demands of the "ebthi" and SiMe3 groups.
16 citations
TL;DR: In this paper, starting materials for the preparation of 7,8-fused morphine alkaloid derivatives, 8]-(1E-2-phenylethenyl]codeinone dimethyl ketal (4) and 8-[( 1E)-2-phylmethyl ketal]codeine (5) were prepared.
Abstract: In a search for starting materials for the preparation of 7,8-fused morphine alkaloid derivatives, 8-[(1E-2-phenylethenyl]codeinone dimethyl ketal (4) and 8-[(1E-2-phenylethenyl]codeine (5) were prepared. These dienes were used as substrates in the Diels–Alder reactions. Compound 5 formed the ‘normal’ adduct 12 with N-phenylmaleimide, while compound 4 behaved in reactions with dienophiles as the ‘masked’ diene 11, a 8-[(1E)-2-phenylethenyl]-substituted thebaine, yielding the corresponding 19-substituted 6,14-endo-etheno-6,7,8,14-tetrahydrothebaines. Specifically, reaction of 4 with methyl vinyl ketone gave rise to 19-[(1E)-phenylethenyl]thevinone (14) whose structure was elucidated by an X-ray diffraction analysis. The thebaine derivative 11 was also prepared from 4.
16 citations
TL;DR: The Schmidt reaction of acraldehyde, methyl vinyl ketone, and ethyl vinyl kone leads to the formation of ammonia with pyruvaldehyde, biacetyl, and pentane-2,3-dione, respectively, through the intermediate formation of β-azidocarbonyl compounds as mentioned in this paper.
Abstract: The Schmidt reaction of acraldehyde, methyl vinyl ketone, and ethyl vinyl ketone leads to the formation of ammonia with pyruvaldehyde, biacetyl, and pentane-2,3-dione, respectively, through the intermediate formation of β-azidocarbonyl compounds. For methyl isopropenyl ketone and mesityl oxide neither the Schmidt reaction of the ketone nor the acid-catalysed decomposition of the β-azido-ketone leads to similar products.
16 citations
TL;DR: The reaction of different functionalised organolithium intermediates with electrophilic olefins in the presence of copper(I) salts (bromide and iodide) in THF at −78°C gives, after hydrolysis with ammonium chloride, the expected products resulting from a conjugate addition as mentioned in this paper.
16 citations