62731-45-7

Upstream product

• 2550-26-7 4-Phenyl-2-butanone 
• 100-52-7 benzaldehyde 
• 66581-82-6 4-phenyl-3-(trimethylsilyl)-2-butanone 
• 352276-27-8 1-iodo-4-phenylbutan-2-one 
• 97394-41-7 S-(4-nitrophenyl) 3-phenylpropanethioate 
• 31729-70-1 bis(iodozinc)methane 
• 59417-89-9 4-phenyl-2-(trimethylsiloxy)-1-butene 
• 100-42-5 styrene 
• 121407-63-4 5-Phenyl-3-phenylsulfanylmethyl-4,5-dihydro-isoxazole 
• 263888-15-9 3-phenethyl-5-phenyl-4,5-dihydroisoxazole 

Downstream Products

• 1036384-65-2 2-(dimethyl-λ4-sulfanylidene)-1,5-diphenyl-pentane-1,3-dione 
• 1036385-20-2 (R)-1-hydroxy-1,5-diphenyl-pentan-3-one 
• 108887-64-5 (S)-1-hydroxy-1,5-diphenyl-pentan-3-one 
• 62510-08-1 1,5-diphenyl-1-penten-3-one 

Relevant academic research and scientific papers

Chemo- and regioselective preparation of zinc enolate from thiol esters by palladium catalyzed cross-coupling reaction

The palladium catalyzed cross-coupling reaction of thiol esters with bis(iodozincio)methane or 1,1-bis(iodozincio)ethane gave Reformatsky-type enolates. They can react with some electrophiles to give the corresponding adducts and were also trapped by silylation reagents to afford silyl enol ethers. As the method applicable to the thiol ester carrying ketone moiety, it afforded zinc enolates carrying ketone in the same molecule.

NOVEL BETA-HYDROXYKETONES AND BETA-ALKOXYKETONES WITH ESTROGENIC ACTIVITY

This invention relates to β-hydroxyketones and β-alkoxyketones of formula (I), to their use as estrogen receptor modulators, and to methods for their preparation.

Synthesis and evaluation of estrogen agonism of diaryl 4,5- dihydroisoxazoles, 3-hydroxyketones, 3-methoxyketones, and 1,3-diketones: A compound set forming a 4D molecular library

In this paper, the preparation and systematic evaluation of estrogen receptor α (ERα) and estrogen receptor β (ERβ) activities of some diaryl-1,3-diones and their synthetic intermediates, diaryl-4,5-dihydroisoxazoles, diaryl-3-hydroxyketones, diaryl-3-met

Chemo- and regioselective preparation and reaction of a kinetic zinc enolate formed from a thiol ester and bis(iodozincio)methane

(Chemical Equation Presented) Reactive functionalized enolates that are otherwise difficult to obtain can be prepared in a simple procedure by the treatment of a thiol ester with bis(iodozincio)methane in the presence of a palladium catalyst (see scheme). The terminal zinc enolates thus formed are kinetically controlled and react with a variety of electrophiles, such as aldehydes, ketones, and acyl cyanides. FG = functional group.

Stereoselective crossed aldol reaction via boron enolates generated from α-iodo ketones and 9-borabicyclo[3.3.1]nonane

Boron enolates were in situ-generated reductively by treating various α-iodo ketones such as 2-iodo-1-phenylpropan-1-one, 2-iodo-1-(4-methoxyphenyl)propan-1-one, 2-iodopentan-3-one, 2-iodo-2-methyl-1-phenylpropan-1-one, 3,4-dihydro-2-iodo-1(2H)-naphthalenone, 2-iodo-1-phenylethan-1-one and 1-iodo-4-phenylbutan-2-one with 9-borabicyclo[3.3.1]nonane (9-BBN). Aldols were produced in good yields with good to high diastereoselectivities by subsequent reaction of boron enolates thus formed with various aldehydes. Several boron enolates derived from α-iodo ketones and pinacolatoborane were successfully isolated by distillation, though the yields were rather moderate.

Diarylborinic acids as efficient catalysts for selective dehydration of aldols

Diarylborinic acids with electron-withdrawing substituents at their aryl groups are efficient Lewis acid catalysts for Mukaiyama aldol condensation and selective dehydration of anti-aldols to α,β-enones in the presence of syn-aldols. The Lewis acidities of diarylborinic acids are much higher than those of the corresponding arylboronic acids.

Generation of Sulfur-Functionalized Nitrile Oxide, (Phenylthio)-acetonitrile Oxide, and Synthetic Applications

The first generation of a new sulfur-functionalized nitrile oxide 1,3-dipole, (phenylthio)acetonitrile oxide, is presented.Its cycloadditions to a variety of olefins and acetylenes lead to 3-(phenylthiomethyl)-2-isoxazolines and -oxazoles, the formers bei

Aldol Reactions with α-Trimethylsilyl Ketones. Dual Roles of the Trimethylsilyl Group for Regiospecific Generation of Enolate Equivalents

Aldol reactions of α-trimethylsilyl ketones, R1CH(SiMe3)COCH2R2, with aldehydes or acetals have been examined under Lewis acidic and basic conditions.In the presence of stannic chloride or boron trifluoride etherate, α-trimethylsilyl ketones react with aldehydes or acetals on the carbon bearing the silyl group exclusively to afford the corresponding addition products.On the other hand, lithium diisopropylamide usually deprotonates the opposite carbon atom to generate enolates, R1CH(SiMe3)C(OLi)=CHR2, selectively, which yield another type of aldol product after removal of the silyl group.Thus, two types of aldols can be prepared regioselectively from common α-trimethylsilyl ketones.

Regio- and Stereoselective Cross-aldol Reactions via Dialkylboryl Triflates

New borylating reagents, (Bu2BOTf and 9-BBNOTf), were prepared in high yields.The triflates reacted with enolizable ketones in the presence of tertiary amines to generate selectively one of the regioisomers of vinyloxyboranes by the choice of the reagents (the dialkylboryl triflates and tertiary amines) under mild reaction conditions.Vinyloxyboranes thus generated showed remarkable reactivity toward aldehydes to give only one regioisomer of the corresponding cross-aldols in good yields.High stereoselectivity was also observed in these reactions.