Oxirane, 2-methyl-, polymer with oxirane, monoisodecyl ether
The use of the more reactive,but also more aggressive catalyst TMSI at -80 °C lead to the destructionof both starting materials: the silyl enol ether 2e and the acetal.
Silyl enol ether synthesis by silylation - Organic chemistry
TiCl-catalyzed aldol addition of the bis(trimethylsilyl) enol ether of methyl acetoacetate to carbonyl compounds occurs exclusively in the -position. Highly diastereoselective aldol additions can be achieved in reactions with -alkoxy aldehydes (eq 19). The bis(trimethylsilyl) enol ether may also be used as a 1,3-dianionic synthon for annulation with dicarbonyl electrophiles.
N2 - Octahydro-indeno-phenanthrenes, benzo-annulated steroids, were prepared by formal [3+3] cyclocondensation reaction of 1,3-bis[(trimethylsilyl)oxy]buta-1,3- dienes with the silyl enol ether of 16-formylestrone methyl ether.
Use of activated enol ethers in the synthesis of pyrazoles: ..
Using TiCl4 as a catalyst for the aldolcoupling starting from the silyl enol ether 22 at temperatures below -40°C no reaction could be observed.
If the ratio enol ether/hydrazine is 1:1, ..
The ketals and alpha-enol ethers of the invention are usefulfor the synthesis of 2-naphthanoic acids having a specific substitution pattern and esters thereof.
to give pure phenyl-2-propanone enol methyl ether)
Octahydro-indeno-phenanthrenes, benzo-annulated steroids, were prepared by formal [3+3] cyclocondensation reaction of 1,3-bis[(trimethylsilyl)oxy]buta-1,3- dienes with the silyl enol ether of 16-formylestrone methyl ether.
Methyl ether - SynArchive - The Organic Synthesis Database
Description of the Prior Art
Ketals and alpha-enol ethers of alpha-acetyl cinnamic acid and esters thereof are useful for the synthesis of substituted 2-naphthanoic acids and esters thereof which are polymer intermediates.
Bromomethyl Methyl Ether - paperplane
N2 - A highly stereoselective total synthesis of (-)-bafilomycin A1, the naturally occurring enantiomer of this potent vacuolar ATPase inhibitor, is described. The synthesis features the highly stereoselective aldol reaction of methyl ketone 8b and aldehyde 60c and a Suzuki cross-coupling reaction of the highly functionalized advanced intermediates 12 and 39. Vinyl iodide 12 was synthesized by a 14-step sequence starting from the readily available β-alkoxy aldehyde 14, while the vinylboronic acid component 39 was synthesized by a nine-step sequence from β-hydroxy-α-methyl butyrate 44 via a sequence involving the α-methoxypropargylation of chiral aldehyde 49 with the α-methoxypropargylstannane reagent 54. Syntheses of fragments 12 and 39 also feature diastereoselective double asymmetric crotylboration reactions to set several of the critical stereocenters. The Suzuki cross-coupling of 12 and 39 provided seco ester 40, which following conversion to the seco acid underwent smooth macrolactonization to give 41. The success of the macrocyclization required that C(7)-OH be unprotected. The Mukaiyama aldol reaction between aldehyde 60c and the TMS enol ether generated from 8b provided aldol 65 with high diastereoselectivity. Finally, all silicon protecting groups were removed by treatment of the penultimate intermediate 65 with TAS-F (tris-(dimethylamino)suifonium difluorotrimethyisilicate), thereby completing the total synthesis of (-)-bafilomycin A1.
thermodynamically favors the silyl enol ether ..
To study the possible involvement of complex I in such diseases, we synthesized (2-[11C]methoxy)rotenone by [11C]alkylation of 2-O-desmethyl rotenone methyl enol ether followed by hydrolysis of the enol ether to the ketone using aqueous trifluoroacetic acid.