89683-95-4

Basic information

• Product Name: Silane, [(2-ethyl-1-cyclohexen-1-yl)oxy]trimethyl-
• CAS NO: 89683-95-4
• Molecular Formula: C11H22OSi
• Molecular Weight: 198.381
• Mol File: 89683-95-4.mol

Chemical Properties

• CAS DataBase Reference: Silane, [(2-ethyl-1-cyclohexen-1-yl)oxy]trimethyl-(CAS DataBase Reference)
• NIST Chemistry Reference: Silane, [(2-ethyl-1-cyclohexen-1-yl)oxy]trimethyl-(89683-95-4)
• EPA Substance Registry System: Silane, [(2-ethyl-1-cyclohexen-1-yl)oxy]trimethyl-(89683-95-4)

Safety Data

• Hazardous Substances Data: 89683-95-4(Hazardous Substances Data)

Upstream product

• 4423-94-3 2-ethylcyclohexanone 
• 75-77-4 chloro-trimethyl-silane 
• 89683-94-3 C₁₂H₂₃BO 
• 18156-74-6 1-(Trimethylsilyl)imidazole 

Downstream Products

• 812639-08-0 (S)-2-allyl-2-ethylcyclohexanone 
• 812638-96-3 allyl 2-ethylcyclohex-1-enyl carbonate 

Relevant articles and documents

Enantioselective decarboxylative alkylation reactions: Catalyst development, substrate scope, and mechanistic studies

α-Quaternary ketones are accessed through novel enantioselective alkylations of allyl and propargyl electrophiles by unstabilized prochiral enolate nucleophiles in the presence of palladium complexes with various phosphinooxazoline (PHOX) ligands. Excellent yields and high enantiomeric excesses are obtained from three classes of enolate precursor: enol carbonates, enol silanes, and racemic β-ketoesters. Each of these substrate classes functions with nearly identical efficiency in terms of yield and enantioselectivity. Catalyst discovery and development, the optimization of reaction conditions, the exploration of reaction scope, and applications in target-directed synthesis are reported. Experimental observations suggest that these alkylation reactions occur through an unusual inner-sphere mechanism involving binding of the prochiral enolate nucleophile directly to the palladium center. Sly as a PHOX: The development of an enantioselective decarboxylative palladium-catalyzed allylic alkylation reaction, utilizing phosphinooxazoline ligands, is described. The catalyst is applied to a range of allyl enol carbonate, silyl enol ether, and allyl β-ketoester substrates to provide alkylated ketone products in excellent yield and good ee (see scheme). The utility of these products is demonstrated by their use in several asymmetric syntheses. Mechanistic studies are reported suggesting an unusual inner-sphere mechanism. Copyright

Enantioselective, catalytic allylation of ketones and olefins

Compounds containing a substituted or unsubstituted allyl group directly bound to a chiral carbon atom are prepared enantioselectively. Starting reactants are either chiral or achiral, and may or may not contain an attached allyloxycarbonyl group as a sub

The enantioselective Tsuji allylation

The first catalytic enantioselective examples of the Tsuji allylation using enol carbonates and enol silanes are described. The products possess a quaternary stereogenic center and are useful building blocks for synthetic chemistry. Copyright

THE NEW REGIO- AND STEREOCONTROLLED SYNTHESIS OF ENOL SILYL ETHERS

Enol boranes, 1, undergo efficient exchange with N-trimethylsilylimidazole, 2, to afford the corresponding trimethylsilyl enol ethers, 3, in good yield under mild conditions.