1 -Methoxy-1 - ethene

Methyl vinyl ether Ether, methyl vinyl (8) Ethene, methoxy- (9) (107-25-5) Chlorotrimethylsilane Silane, chlorotrimethyl- (8,9) (75-77-4) l-(Methoxyvinyl)trimethylsilane Silane, (1-methoxyethenyl)trimethyl- (10) (79678-01-6)... 

Methyl vinyl ether Ether, methyl vinyl (8) Ethene, methoxy- (9) (107-25-5)... 

H-l,2-Oxazine 6-Methoxy-5-methylen-3-trifluormethyl-5,6-dihydro- E9a, 99 (1-CF3 — 1-NO —ethen + Methoxy-allen) 6H-l,2-Oxazine 6-Methoxy-5-methyl-3-trifluormethyl- E9a, 99 (Methylen - En —CH3)... 

H-l,2-Oxazin 3-Ethoxycarbonyl-6-methoxy-5-methylen-5,6-dihy-dro- E9a, 99 (1-COOR-1-NO-ethen + Methoxy-allen) 4H-l,4-Oxazin 2,6-Dimethyl-3-ethoxycarbonyl-5-oxo-5,6-dihydro- VI/4, 549... 

Agrisynth MVE EINECS 203-475-4 Ethene, methoxy- Ether, ethenyl methyl Ether, methyl vinyl HSDB 1033 Methoxyethene 1-Methoxyethylehe Methyl vinyl ether UN1087 Vinyl methyl ether. Gas mp = -122 bp = 5.5" d = 0.7725 slightly soluble in H2O, very soluble in EtOH, Et20, Me2CO, CeHe. 

Poly(vinyl methyl ether) Methyl vinyl ether homopolymer 9003-09-2 Ethene methoxy, homopolymer R (tJjHoO) 1... 

Photocycloaddition. Synthesis of the highly carcinogenic polycycHc hydrocarbons, eg (51) [72735-91-2] may be affected by photocycloaddition of 2-bromo-3-methoxy naphthoquinone [26037-61-6] with 1,1-diarylethylenes such as l,l-bis(p-methoxyphenyl)ethene (41). 

Other examples of [2C+2S+1C0] cycloaddition reactions have been described by Herndon et al. by the use of chromium cyclopropyl(methoxy)carbenes. These complexes react with alkynes releasing ethene and forming cyclopenta-dienone derivatives, which evolve to cyclopentenone derivatives in the presence of chromium(O) and water [122] (Scheme 76). This reaction has been extended to intramolecular processes and also to the synthesis of some natural products [123]. These authors have also described another process involving a formal [2C+2S+1C0] cycloaddition reaction. Thus, the reaction of methyl and cyclo-propylcarbene complexes with phenylacetylene derivatives does not afford the expected benzannulated products, and several regioisomers of cyclopentenone derivatives are the only products isolated [124] (Scheme 76). 

Catalyst performance was far superior to the corresponding BINAP or Me-Du-Phos systems, with both conversions and selectivities being higher. The hydrogenation of enol ethers using Rh-PennPhos catalysts has been reported in a patent by Zhang [67d]. Under mild conditions, high enantioselectivities were obtained (73-94% ee) for 1-aryl-l-methoxy-ethene derivatives 121, compared to Me-DuPhos (40-73% ee) and BINAP (46-48% ee). 

Examples of important commercial products obtained by free radical polymerisation of substituted ethenes are polypropene (polypropylene). Polyphenylethene (polystyrene), poly-1 chloroethene (polyvinyl chloride) and poly 1-methoxy carbonyl-1 methylethene (polymethalmethacrylate). 

It was Ayusman Sen [8] who discovered in 1982 that the use of weakly coordinating anions and phosphines as the ligands together with palladium yielded much more stable and active catalysts for the formation of polyketone from CO and ethene in alcoholic solvents. Cationic palladium-(triphenylphosphine)2(BF4)2 gave a mixture of oligomers having methoxy ester... 

The carbomethoxy cycle starts with the attack of a methoxy group at a coordinated carbonyl group or a migratory insertion of CO in a palladium methoxy bond. Any type of methoxy species will have a low concentration in the acidic medium of the reaction. In Figure 12.20 many details of these reactions, discussed above in section 12.2, have been omitted and only a shorthand notation is presented. Subsequently insertion of ethene takes place. It is known from stoichiometric experiments that both reactions are relatively slow. In the final step a formal protonation takes place, which as we saw before, may actually involve enolate species. 

Kinetic parameters k, often also and AS, occasionally AV ) for formation and dissociation of several pentacyanoferrate(II) complexes [Fe(CN)5L]" have been established. Ligands L include several S- and A-donor heterocycles,4-methyl- and 4-amino-pyridines, a series of alkylamines, 3- and 4-hydroxy- and 3- and 4-methoxy-pyridines, several amino acids, nicotinamide, " 4-pyridine aldoxime, 3-Me and 3-Ph sydnones, several bis-pyridine ligands,neutral, protonated, and methylated 4,4 -bipyridyl, 1,2-bis(4-pyridyl)ethane and traTO-l,2-bis0-pyridyl)ethene, pyrazine- 4,4 -bipyridyl- and bis(4-pyridyl)ethyne-pentaammine-cobalt(III), edta-ruthenium(III), and pentaammineruthenium-(II)and-(III) complexes of... 

The introduction of umpoled synthons 177 into aldehydes or prochiral ketones leads to the formation of a new stereogenic center. In contrast to the pendant of a-bromo-a-lithio alkenes, an efficient chiral a-lithiated vinyl ether has not been developed so far. Nevertheless, substantial diastereoselectivity is observed in the addition of lithiated vinyl ethers to several chiral carbonyl compounds, in particular cyclic ketones. In these cases, stereocontrol is exhibited by the chirality of the aldehyde or ketone in the sense of substrate-induced stereoselectivity. This is illustrated by the reaction of 1-methoxy-l-lithio ethene 56 with estrone methyl ether, which is attacked by the nucleophilic carbenoid exclusively from the a-face —the typical stereochemical outcome of the nucleophilic addition to H-ketosteroids . Representative examples of various acyclic and cyclic a-lithiated vinyl ethers, generated by deprotonation, and their reactions with electrophiles are given in Table 6. 

A cis-coordinating ligand is apparently required to bind and activate MeOH so that a methoxy group is transferred to the polyketone chain and a hydride remains on palladium. Two mechanisms are possible for this reaction (i) nucleophilic attack by the oxygen at the acyl carbonyl with concerted formation of Pd-H (ii) formation of a Pd(acyl) (methoxy) complex and H, followed by reductive elimination and subsequent proton attack on a Pd center. No experimental evidence favoring either mechanism in ethene/CO copolymerisation has been provided so far. 

Da sich aus einigen Aldiminen auch durch Erhitzen Iminium-ylide bilden konnen, laBt sich die zu Pyrrolidin-Derivaten fuhrende Cycloaddition mit reaktiven Ethen-Derivaten in manchen Fallen auch thermisch durchfuhren. So erhalt man aus 2-(Benzylidenamino-methyl)-pyridin und Maleinsaure-phenylimid in siedendem Toluol 2-Phenyl- [und analog z.B. 2-(4-Methoxy-phenyl)- und 2-(4-Cyan-phenyI)]-5-(2-pyridinyl)-pyrrolidin-3,4-dicar-bonsdure-phenylimid in guter Ausbeute2 ... 

Photocycloadditions of naphthalene derivatives to alkcnes have been recently reviewed.60 Examples of such reactions are the photocycloaddition of naphthalene to 2,3-dihy-drofuran,61 of 4-methoxy-l-naphthonitrile to acrylonitrile62 and of 2-trimethylsiloxynaph-thalene to methyl acrylate.63 2-Naphthols undergo cycloaddition with ethene in the presence of aluminum trihalides only.64 Other bicyclic aromatic compounds, e.g. A-acylindoles65-67 and /V-methylphenanthrene-9,10-dicarboximide,68 have also been studied in detail. Irradiation of 5/f-dibenzo[u,i7]cyclohepten-5-one (21) and dimethyl 2-methylfumarate (22) in dioxane gives the cyclobutane adduct 23 in 73% yield.69... 

BF404WC,]Hm, Tungsten(l +), (acetone)-tricarbonyl(r 5-cyclopentadienyl)-tetrai1uoroborate(l -), 26 105 BF40,ReC5, Rhenium, pentacarbonyl-[tetrafluoroborato(l —)]-, 26 108 BF405ReC7H4, Rhenium(l+), pentacar-bonyl-(-r)2-ethene)-tetrafluoroborate( 1 —), 26 110 BO PtC Fl, Platinum(II), (3-methoxy-3-oxo-KO-propyl-KC )bis(triethyl-phosphine)-... 

Pentafluorophenyl)ethene reacts with sodium methoxide to give (tetrafluoro-4-methoxy-phenyl)ethene (22).96... 

Ethene l-Chloro-l-lluoro-2-(4-methoxy-phenyl)- EI0h2, 143 (-CI, -> En)... 

Ethene Difluoro-2-(4-methoxy-phenyl)-l-phenyl- ElOb,. 374 (In + F2)... 

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