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...

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)...

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)...

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

identification. A common example of this is by trapping reactive enolates into silyl enol ethers, which represent reactive tautomers of many carbonyl compounds. The...

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...

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...

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

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...

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

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...

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

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

methylenation of esters to provide Z alkenyl ethers. This method was then expanded to silyl enol ethers from silyl esters in an additional 1987 disclosure...

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

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

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

preparation of α-fluoroketones from silyl enol ethers. Behaving like a pseudohalogen, it adds to ethylene to give the ether: CF3OF + CH2CH2 → CF3OCH2CH2F Cady...

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

(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...

can be trapped by acylation and silylation, which occur at oxygen. Silyl enol ethers are common reagents in organic synthesis as illustrated by the Mukaiyama...

sp-centered carbanions is limited to alkynylcuprates. Enolates and silyl enol ethers, the most widely used class of carbon nucleophiles in electrophilic...

1990). "Triethylborane induced perfluoroalkylation of silyl enol ethers or germyl enol ethers with perfluoroalkyl iodides". Tetrahedron Letters. 31 (44):...

nucleophiles have been investigated, such as cyanide (Strecker reaction), silyl enol ethers (Mannich reaction), dialkylphosphates, allyl silanes (aza-Sakurai...

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...

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