146176-68-3

Upstream product

• 98-85-1 1-Phenylethanol 
• 117659-25-3 ethyl (E)-3-[(4-methylphenyl)sulfonyl]-2-propenoate 
• 51558-95-3 1-phenyl-2-(phenylselanyl)ethanol 
• 60-29-7 diethyl ether 
• 60-12-8 2-phenylethanol 
• 623-47-2 propynoic acid ethyl ester 
• 96-09-3 styrene oxide 
• 201230-82-2 carbon monoxide 
• 396714-88-8 (E)-3-(1-phenyl-2-phenylselenenyl-ethoxy)-acrylic acid ethyl ester 

Relevant academic research and scientific papers

Radical Carbonylation/Reductive Cyclization for the Construction of Tetrahydrofuran-3-ones and Pyrrolidin-3-ones

β-Hydroxyalkyl aryl chalcogenides obtained by regioselective ring-opening of epoxides with benzeneselenolate or -tellurolate were found to undergo efficient hetero-Michael addition when treated with ethyl propiolate. Subsequent carbonylation/reductive cyclization of the resulting vinylogous carbonates in the presence of AIBN/TTMSS and carbon monoxide (80 atm) afforded 2,5-disubstituted tetrahydrofuran-3-ones, predominantly as cis isomers (cis/trans = 4/1-9/1). Starting from a polymer-supported diaryl diselenide, the methodology was also successfully extended to solid-phase synthesis. Vinylogous carbamates prepared by hetero-Michael addition of aziridines to electron-deficient alkynes were regioselectively ring-opened with benzeneselenolate from the sterically least hindered side. Radical carbonylation/reductive cyclization of the resulting N-vinyl-β-amino-alkyl phenyl selenides afforded 2,5-disubstituted pyrrolidin-3-ones, predominantly as cis isomers (cis/trans = 3/1-12/1).

Construction of tetrahydrofuran-3-ones from readily available organochalcogen precursors via radical carbonylation/reductive cyclization

(matrix presented) β-Hydroxyalkyl aryl chalcogenides, readily available by regioselective ring-opening of epoxides with nucleophilic benzeneselenolate or tellurolate, were O-alkylated by treatment with ethyl propiolate or (E)-1,2-bis(phenylsulfonyl)ethyle

Fragrance precursors

The invention relates to fragrance precursors, In particular, the invention relates to the use of several classes of compounds which may act as fragrance precursors, e,g., in cosmetic products such as deodorants and antiperspirants and in laundry products such as detergents and fabric softners. These compounds are odorless, but upon contacting the skin as example, in skin care compositions or in personal care compositions, produce fragrances. The compounds also produce fragrances when used in the presence of lipases, e.g. as used in (laundry) detergents, thus providing a prolongation of the fabric scenting effect. The compounds under consideration are compounds of the formula I: The substituents are defined in the specification.

Stereoselective Synthesis of β-Alkoxy- and β-Alkylthio-Acrylic Esters and Amides from β-Tosylacrylic Derivatives

A simple and stereoselective synthesis of β-alkoxy- and β-alkylthio-acrylic esters and amides (8) by nucleophilic vinylic substitution of the tosyl group by sodium alcoholates and thiolates of (E)-β-tosylacrylic derivatives (7), prepared by iodosulfonylation-dehydroiodination of acrylic compounds, is described.This methodology is applied to the synthesis of sinharine (8eh) a natural antifungal isolated from glycosmis cyanocarpa.