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...

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...

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

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...

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...

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

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...

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

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...

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...

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

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

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

(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...

important; BINAP-AgF can be used to enantioselectively protonate silyl enol ethers. Subsequent studies revealed that related diphosphines with a narrower...

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

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

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...

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

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...

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

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...