231301-08-9

Basic information

• Product Name: tert-butyl((1-(4-fluorophenyl)vinyl)oxy)dimethylsilane
• Synonyms: tert-butyl((1-(4-fluorophenyl)vinyl)oxy)dimethylsilane
• CAS NO: 231301-08-9
• Molecular Weight: 252.404
• Mol File: 231301-08-9.mol

Chemical Properties

• CAS DataBase Reference: tert-butyl((1-(4-fluorophenyl)vinyl)oxy)dimethylsilane(CAS DataBase Reference)
• NIST Chemistry Reference: tert-butyl((1-(4-fluorophenyl)vinyl)oxy)dimethylsilane(231301-08-9)
• EPA Substance Registry System: tert-butyl((1-(4-fluorophenyl)vinyl)oxy)dimethylsilane(231301-08-9)

Safety Data

• Hazardous Substances Data: 231301-08-9(Hazardous Substances Data)

Upstream product

• 403-42-9 1-(4-fluorophenyl)ethanone 
• 18162-48-6 tert-butyldimethylsilyl chloride 
• 69739-34-0 t-butyldimethylsiyl triflate 

Downstream Products

• 54669-82-8 2-(4-fluorophenacyl)cyclohexanone 
• 1616235-79-0 3,3-dibromo-1-(4-fluorophenyl)prop-2-en-1-one 
• 935534-38-6 2-((tert-butyldimethylsilyl)oxy)-1-(4-fluorophenyl)ethanone 
• 403-31-6 4-fluoro-2-hydroxy-acetophenone 
• 1629211-70-6 N-((1S,2R)-2-(2-(4-fluorophenyl)-2-oxoethyl)-1,2-dihydronaphthalen-1-yl)-4-methylbenzenesulfonamide 
• 1642118-05-5 2-((1S,2R)-1-((tert-butyldimethylsilyl)oxy)-1,2-dihydronaphthalen-2-yl)-1-(4-fluorophenyl)ethanone 

Relevant articles and documents

Green organocatalytic α-hydroxylation of ketones

An efficient and green method for the α-hydroxylation of substituted ketones has been developed. This method includes the in situ conversion of various ketones into the corresponding silyl enol ethers and their oxidation to the corresponding α-hydroxy ketones. Two protocols have been established leading either to protected α-hydroxy carbonyls or free α-hydroxy ketones. Both procedures are easy to follow and lead to good to high yields for a variety of ketones.

Photocatalytic Vicinal Aminopyridylation of Methyl Ketones by a Double Umpolung Strategy

A photocatalytic double umpolung strategy for the vicinal aminopyridylation of ketones was developed using pyridinium N?N ylides. The inversion of the polarity of the pyridinium N?N ylides by single-electron oxidation successfully enables radical-mediated 1,3-dipolar cycloadditions with enolsilanes formed in situ from ketones, followed by homolytic cleavage of the N?N bond. Intriguingly, the nucleophilic amino and electrophilic pyridyl groups in the ylides can be installed at the nucleophilic α-position and electrophilic carbonyl carbon, respectively, which are typically inaccessible by their innate polarity-driven reactivity. This method accommodates a broad scope, and the utility was further demonstrated by the late-stage functionalization of complex biorelevant molecules. Moreover, the strategy can be successfully applied to enamides.

[4+2]-Annulations of aminocyclobutanes

The first [4 + 2]-annulation between aminocyclobutanes and aldehydes to access tetrahydropyranyl amines is reported. With phthalimido cyclobutane dicarboxylates and aromatic aldehydes, tetrahydropyrans were obtained in 53-92% yield and 3:1-17:1 dr using scandium triflate or iron trichloride as catalyst. The use of thymine-or fluorouracil-substituted cyclobutanes gave direct access to six-membered ring nucleoside analogues. Finally, the [4 + 2]-annulation between aminocyclobutanes and enol ethers led to the corresponding cyclohexylamines.