In organosilicon chemistry, silyl enol ethers are a class of organic compounds that share the common functional group R3Si−O−CR=CR2, composed of an enolate...

used to install silyl groups onto hindered positions. Silyl triflate is more reactive and also converts ketones to silyl enol ethers. Silyl triflates are...

enol ether is an alkene with an alkoxy substituent. The general structure is R2C=CR-OR where R = H, alkyl or aryl. A common subfamily of enol ethers are...

electrophiles at oxygen. Silylation gives silyl enol ether. Acylation gives esters such as vinyl acetate. In general, enols are less stable than their keto equivalents...

Ge, Sn, Pb). Such compounds are considered ethers as well. Examples of such ethers are silyl enol ethers R3Si−O−CR=CR2 (containing the Si−O−C linkage)...

addition is an organic reaction and a type of aldol reaction between a silyl enol ether (R2C=CR−O−Si(CH3)3) and an aldehyde (R−CH=O) or formate (R−O−CH=O)...

Rubottom oxidation is a useful, high-yielding chemical reaction between silyl enol ethers and peroxyacids to give the corresponding α-hydroxy carbonyl product...

will occur. One way to get around this is to turn the aldehyde into a silyl enol ether using trimethylsilyl chloride and a base, such as triethylamine, and...

compounds. The reaction as originally reported involved formation of a silyl enol ether followed by treatment with palladium(II) acetate and benzoquinone to...

namely silyl ethers and silyl amines, are resilient toward basic conditions. The other main role of silylation is to trap silyl enol ethers, which represent...

materials are acetaldehyde and benzophenone which are both converted to silyl enol ether by reaction with tris(trimethylsilyl)silane and triflic acid with evolution...

is in reaction with silyl chlorides, bromides, and iodides, where the oxygen acts as the nucleophile to produce silyl enol ether. IUPAC nomenclature Regioisomer...

the Mukaiyama aldol addition reaction between benzaldehyde and the silyl enol ether of cyclohexanone with an 81% yield. Lanthanide trifluoromethanesulfonates...

Like the aldol addition, the Michael reaction may proceed via an enol, silyl enol ether in the Mukaiyama–Michael addition, or more usually, enolate nucleophile...

uses other, similar functional groups as ersatz enols. In the Mukaiyama aldol reaction, silyl enol ethers add to carbonyls in the presence of a Lewis acid...

(CH3)3SiO3SCF3 is for the preparation of silyl enol ethers. One example involves the synthesis of the silyl enol ether of camphor: It was also used in Takahashi...

the Mukaiyama aldol addition reaction between benzaldehyde and the silyl enol ether of cyclohexanone with an 81% chemical yield. The corresponding reaction...

perform a Wittig reaction on acylsilane results in the formation of a silyl enol ether instead of the expected alkene, due to elimination by the carbanion...

first step, a dirhodium catalyst effects diazo decomposition from silyl enol ether diazo compound to yield a donor/acceptor cyclopropene. The donor/acceptor...

nucleophilic compounds like silyl enol ethers to be used as reagents. A Lewis acid must be added to use silyl enol ethers but not boron enolates because...

agent, used to prepare derivatives of the type RCH2N(CH3)2. Enolates, silyl enol ethers, and even more acidic ketones undergo efficient dimethylaminomethylation...

chiral cyclohexenone 1, a series of enone functionalizations gave silyl enol ether 2 as the Conia-ene precursor. To effect cyclization, 2 was treated...

another Swern oxidation gave ketone 13. This group was converted to the silyl enol ether 14 (LHMDS, TMSCl) enabling it to react with NBS to alkyl bromide 15...

alkylation. They are also an important intermediate in the formation of silyl enol ether. Lithium enolate formation can be generalized as an acid–base reaction...

enolate was trapped with chlorotrimethylsilane to form the macrocyclic silyl enol ether as a single diastereomer. This intermediate was then transformed into...

substrates for nucleophiles such as allyltrimethylsilane, indole, or the silyl enol ether of benzophenone. Cotton, F. Albert; Wilkinson, Geoffrey (1980), Advanced...

Saegusa, T (1975). "Synthesis of 1,4-diketones by the reaction of silyl enol ether with silver oxide. Regiospecific formation of silver(I) enolate intermediates"...

titanium enolates. As a consequence, the double bond geometry in the silyl enol ether or allylsilane does not translate well into product stereochemistry...

steps before elimination is carried out. (11) The combination of silyl enol ethers with palladium(II) acetate (Pd(OAc)2), the Saegusa oxidation, gives...

epoxidation of alkenes (Prilezhaev reaction), conversion of silyl enol ethers to silyl α-hydroxy ketones (Rubottom oxidation), oxidation of sulfides...