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Showing papers on "Methyl vinyl ketone published in 1981"


Journal ArticleDOI
TL;DR: Chiral crowns complexed to potassium bases catalyse with high turnover numbers the Michael additions of a β-ketoester to methyl vinyl ketone, and of two phenylacetic esters to methyl acrylate, to give products of 99-60% optical purity with a configurational bias rationalizable on the basis of steric effects.
Abstract: Chiral crowns complexed to potassium bases catalyse with high turnover numbers the Michael additions of a β-ketoester to methyl vinyl ketone, and of two phenylacetic esters to methyl acrylate, to give products of 99–60% optical purity with a configurational bias rationalizable on the basis of steric effects.

138 citations


Journal ArticleDOI
TL;DR: In this article, a Pd catalyzed coupling of terminal vinylic iodides with methyl vinyl ketone and related enones was proposed to produce dienones for macrocyclization.

47 citations


Journal ArticleDOI
TL;DR: In this paper, the mechanisms of methyl loss from the molecular ions of three isomeric pentenols, 2-methyl-3-buten-2-ol (I), 3-penten- 2-ol(II), and 3-methyl 3-butens2-OL (III), have been investigated using isotopic labelling, metastable ion studies, and field ionization kinetics (FIK) studies.

29 citations


Journal ArticleDOI
TL;DR: In this article, a cyclopalladated, acetato-bridged binuclear complex, [Pd(O 2 CMe)(phtz)] [phtz = 2-(2′-thiazolyl)phenyl-1-C, N ].

20 citations


Journal ArticleDOI
TL;DR: In this paper, a reduction of methyl-vinyl ketone with TiCl 4 -Mg gives pinacol (25%) and 2.4,5,7-tetramethyl-octa-2,4,6-triene 3 (with 4TiCl 3 -LialH 4 ), triene 3 or 2.

18 citations


Journal ArticleDOI
TL;DR: In this paper, the Robinson annulation of hydroxycarvone with ethyl vinyl ketone has been repeated and the corresponding isomer was converted to 9-keto-α-agarofuran by epoxidation with m-chloroperoxybenzoic followed by reduction to a Stereoisomeric mixture of 10-epieuclesm-4-en-3,9,11-triols.

17 citations


Journal ArticleDOI
TL;DR: In this paper, a method is described to prolong aliphatic C-chains by two or four C-atoms, and the reaction product is transformed to its chain-prolonged isomer in the presence of strong base via a 4 or 6-membered intermediate.
Abstract: Chain Expansion of Functionalized Alkanones by Rearrangement Reactions In analogy to the transamidation reactions which were published earlier a method is described to prolong aliphatic C-chains by two or four C-atoms. 1,3-Diketones or 2-nitro alkanones which are monosubstituted at C(2) are condensed with e.g. methyl vinyl ketone. The reaction product is transformed to its chain-prolonged isomer in the presence of strong base via a 4- or 6-membered intermediate. The most effective reagent for the Michael reaction is methyl 3-oxo-4-pentenoate (20). In this case it was possible to convert 3-nitro-2-butanone (21) to methyl 2-acetyl-6-nitro-3-oxoheptanoate (26) in 82% yield.

10 citations


Journal ArticleDOI
01 Jul 1981-Polymer
TL;DR: In this paper, a systematic study and interpretation of the transport parameters characterizing the permeation of the noble gases, He, Ne, Ar and Kr through poly(methyl vinyl ketone) and poly (methyl vinyl ether) are presented.

9 citations


Journal ArticleDOI
Hiroyoshi Kanai1
TL;DR: In this article, a cohydrodimerization between methyl vinyl ketone and excess methyl acrylate was carried out to yield methyl 6-ketoheptanoate and 2,7-octanedione in approximately equal ratio.

9 citations


Journal ArticleDOI
TL;DR: In this article, the selective insertion of carbonyl groups of aldehydes and ketones such as acetaldehyde or acetone into the titanium carbon bond of the methyl trialkoxy titanium CH 3 Ti(OR) 3 (with R = C 2 H 5, i-C 3 H 7, t-C 4 H 9 ) produces mixed tetra-alkoxy Titanium complexes.

7 citations


Journal ArticleDOI
TL;DR: In this paper, reactions of carbon nucleophiles with tricarbonyl(cyclohexadienyl)iron tetrafluoroborate are described, and the anion of nitromethane reacts with the tricaronyl-5-exo-(nitromethyl)cyclohexa-1,3-dieneiron(0), which was reduced with zinc in acetic acid/hydrochloric acid.

Book ChapterDOI
01 Jan 1981
TL;DR: In this paper, the electric conductivities of poly(methyl vinyl ketone), poly(ethyl vinyl kone) and poly(phenyl kone), which were reacted with phosphoryl chloride in solution and in the form of a film in non-solvent, are reported and shown to have specific conductivity up to 10−2 Ω−1 cm−1 when reacted at 0°C after about 200 hours of reaction in petroleum ether.
Abstract: Previously1 we have reported the new reaction of poly(alkyl vinyl ketone)s with active chlorides such as phosphoryl chloride, to obtain the corresponding poly(acyl actylene)s and later the changes in the electric conductivities of poly(ethyl vinyl ketone) films during the reaction with phosphoryl chloride were reported2 The poly(ethyl vinyl ketone) film showed its specific conductivity of up to 10−2 Ω−1 cm−1 when reacted at 0°C after about 200 hours of reaction in petroleum ether In this paper the electric conductivities of poly(methyl vinyl ketone), poly (ethyl vinyl ketone) and poly(phenyl vinyl ketone), which were reacted with phosphoryl chloride and thiophosphoryl chloride in solution and in the form of a film in non-solvent, are reported

Journal ArticleDOI
TL;DR: In this article, aldehydes were added to the vinyl ketone 7-12 to obtain polyketones 5, 6, 13-28, 38-49, 4, 7, 10-trioxo esters 29-33, and 4,7, 10 -trioxone nitriles 34-37.

Journal ArticleDOI
TL;DR: This reaction provides a novel approach to these oxazolones with potential therapeutic importance and other ring A analogs were synthesized also.

Journal ArticleDOI
TL;DR: In this paper, a relatively efficient non-catalytic method for effecting crossed aldol condensations between cyclic ketones and aldehydes was proposed.
Abstract: A relatively efficient, noncatalytic method for effecting crossed aldol condensations between cyclic ketones and aldehydes and between cyclic 1,3-diones and methyl vinyl ketone is reported.

Journal ArticleDOI
TL;DR: In this paper, a number of compounds that include functional groups in the N 1-alkyl substituent of the 3-nitro ring were obtained by treatment of the bases of N1-substituted 3,5-dinitro-1,2,4-triazoles in aprotic media.
Abstract: 3-Nitro-1,2,4-triazol-5-one and its monomethyl derivatives react with methyl vinyl ketone to give products of addition to the ring N1 and N4 atoms. The reaction with formaldehyde and N-methylolacetamide proceeds only at the N1 atom. The keto derivatives of 3-nitro-1,2,4-triazol-5-one undergo the Schmidt reaction to give the corresponding acetamides. A number of compounds that include functional groups in the N1-alkyl substituent of the 3-nitro ring were obtained by treatment of the bases of N1-substituted 3,5-dinitro-1,2,4-triazoles in aprotic media.

Journal ArticleDOI
TL;DR: In this article, the 13C NMR spectra of poly(methyl vinyl ketone) and poly(isopropenyl methyl ketone), obtained by radical and anionic catalysts were measured.
Abstract: 13C NMR spectra of poly(methyl vinyl ketone)s (PMVK) and poly(isopropenyl methyl ketone)s (PIPMK) obtained by radical and anionic catalysts were measured The 13C resonances of the CH2 carbon of PMVK were tentatively assigned to diad tacticities The spectra of carbonyl carbon and methyl carbon of the CH3CO group of PIPMK were assigned to pentad and triad tacticities, respectively It is shown that radically obtained PMVK and PIPMK have atactic and syndiotactic-rich structure, respectively The stereoregularity of radically obtained PIPMK obeys Bernoullian statistics, while that of anionically obtained PIPMK conforms to first-order Markov statistics

Proceedings ArticleDOI
29 Oct 1981
TL;DR: In this paper, the potential function for internal rotation of the asymmetric top has been determined and the following potential constants have been evaluated: V1 = 180±9, V2 = 827±107, V3 = 113±8, and V4 = 150±34 cm-1.
Abstract: The far infrared (450 to 50 cm-1) spectrum has been recorded for gaseous methyl vinyl ketone. The asymmetric torsion for the s-trans conformer was observed at 116 cm-1 in the infrared spectrum of the gas with two accompanying hot bands and the corresponding torsion of the s-cis conformer was observed at 87 cm-1 with an additional hot band occurring at 84 cm-1. From these data the potential function for internal rotation of the asymmetric top has been determined and the following potential constants have been evaluated: V1 = 180±9, V2 = 827±107, V3 = 113±8, and V4 = 150±34 cm-1. From these data it has been determined that the s-trans conformer is the predominant form at ambient temperature and the enthalpy difference between the s-trans and s-cis conformers is 280 cm-1 (800 cal/mol) for the vapor. The calculated trans-cis barrier is 827 cm-1 (2.36 kcal/mol) and the cis-trans barrier is 547 cm-1 (1.56 kcal/mol). These results are compared to similar quantities in related molecules.© (1981) COPYRIGHT SPIE--The International Society for Optical Engineering. Downloading of the abstract is permitted for personal use only.

Journal ArticleDOI
TL;DR: In this article, the synthesis of α-ambrinol was successfully accomplished by cyclization of dihydroγ-ionone ethylene acetal which was prepared by the titanium(IV)-promoted reaction of 3,3-dimethyl-1-trimethylsiloxycyclohexene with methyl vinyl ketone, followed by exo-methylenation with triphenylphosphonium methylide.
Abstract: Synthesis of α-ambrinol was successfully accomplished by cyclization of dihydro-γ-ionone ethylene acetal which was prepared by the titanium(IV)-promoted reaction of 3,3-dimethyl-1-trimethylsiloxycyclohexene with methyl vinyl ketone ethylene acetal followed by exo-methylenation with triphenylphosphonium methylide.