80586-92-1

Upstream product

• 106-95-6 allyl bromide 
• 4407-36-7 (2E)-3-phenyl-2-propen-1-ol 
• 104-54-1 3-Phenylpropenol 
• 18146-00-4 allyloxytrimethylsilane 
• 104-55-2 3-phenyl-propenal 
• 107-18-6 allyl alcohol 
• 4392-24-9 3-bromo-1-phenyl-1-propenyl bromide 
• 100-42-5 styrene 
• 76968-31-5 Allyl-(3-chlor-3-phenyl-propyl)-ether 
• 107-05-1 3-chloroprop-1-ene 
• 556-56-9 allyl iodid 

Downstream Products

• 139566-30-6 (3R,4R)-3-Benzyl-4-dimethoxymethyl-tetrahydro-furan 
• 139566-30-6 (3R,4S)-3-Benzyl-4-dimethoxymethyl-tetrahydro-furan 
• 79299-29-9 (E)-1-phenyl-1,5-hexadien-3-ol 
• 4407-36-7 (2E)-3-phenyl-2-propen-1-ol 
• 139449-87-9 1-(3-p-Toluenesulphonyl-2-propenoxy)-2-p-toluenesulphonyl-3-phenyl-2-propene 
• 139449-88-0 1-(3-p-Toluenesulphonyl-1-propenoxy)-2-p-toluenesulphonyl-3-phenyl-2-propene 
• 53847-16-8 3-phenylhex-5-enal 
• 67407-49-2 Rh(methylallyl cinnamyl ether)(pentane-2,4-dionate) 
• 100840-13-9 (1E)-1-phenyl-1,5-hexadien-3-one 

Relevant academic research and scientific papers

Catalytic Asymmetric Dearomatization by Visible-Light-Activated [2+2] Photocycloaddition

A novel method for the catalytic asymmetric dearomatization by visible-light-activated [2+2] photocycloaddition with benzofurans and one example of a benzothiophene is reported, thereby providing chiral tricyclic structures with up to four stereocenters including quaternary stereocenters. The benzofurans and the benzothiophene are functionalized at the 2-position with a chelating N-acylpyrazole moiety which permits the coordination of a visible-light-activatable chiral-at-rhodium Lewis acid catalyst. Computational molecular modeling revealed the origin of the unusual regioselectivity and identified the heteroatom in the heterocycle to be key for the regiocontrol.

Highly Enantioselective Nickel-Catalyzed Intramolecular Hydroalkenylation of N- and O-Tethered 1,6-Dienes to Form Six-Membered Heterocycles

A highly enantioselective nickel-catalyzed intramolecular hydroalkenylation of N- or O-tethered 1,6-dienes was developed by using monodentate chiral spiro phosphoramidite ligands. The reaction provides an efficient and straightforward method for preparing very useful six-membered N- and O-heterocycles with high regioselectivity as well as excellent stereoselectivity from easily accessible starting materials under mild reaction conditions. The chiral spiro nickel catalyst developed in this study represents one of the few catalysts for highly enantioselective cyclization of unconjugated dienes.

Hypervalent Iodine(III)-Mediated Oxidative Fluorination of Alkylsilanes by Fluoride Ions

The first example of a hypervalent iodine(III)-mediated oxidative fluorination of alkylsilanes by fluoride ions without the use of transition metals is demonstrated. This reaction is operationally simple, scalable, and proceeds under mild reaction conditions. Mechanistic studies suggest the involvement of a single-electron transfer resulting from the interaction of an organopentafluorosilicate and aryliodonium difluoride, which were generated in situ from the corresponding alkylsilane and iodosobenzene, respectively, in the presence of fluoride ions.

Rhodium-catalyzed olefin isomerization/allyl claisen rearrangement/ intramolecular hydroacylation cascade

It has been established that a cationic Rh(I)/dppf complex catalyzes the olefin isomerization/allyl Claisen rearrangement/intramolecular hydroacylation cascade of di(allyl) ethers to produce substituted cyclopentanones in good yields under mild conditions.

PERFUMING INGREDIENTS OF THE FLORAL AND/OR ANIS TYPE

The present invention concerns the use as perfuming ingredient, for instance to impart odor notes of the floral and/or green type, of a compound of formula 5 wherein R is an ortho, meta or para substituent of the phenyl, and represents a hydrogen atom or a C 1-2 alkyl or alkoxyl group; R 1 represents a hydrogen atom or a methyl or ethyl group; 10 R 2 represents a hydrogen atom or a C 1-3 alkyl group; and X represents a CHO, COOR 3, CH(OR 4) 2 or CN group, R 3 being a methyl or ethyl group, and R 4, taken seperately, being a methyl or ethyl group, or said R 4, taken together, a C 2-5 alkanediyl group; and at least one of said R, R 1 or R 2 represents a group containing at least one carbon atom.

One-pot etherification of ketones and aldehydes with organic halides using sodium hydride as a reductant

One-pot etherification reaction of aromatic and some aliphatic carbonyl compounds with organic halides in the presence of sodium hydride as a reducing reagent proceeded smoothly in dioxane, a polar solvent with higher boiling point, to provide desired ethers in moderate to high yields. Copyright Taylor & Francis Group, LLC.

Copper(I)-catalyzed [2+2] photocycloaddition of nonconjugated alkenes in room-temperature ionic liquids

Intra- and intermolecular copper(I)-catalyzed [2+2] photocycloaddition reactions of nonconjugated alkenes can be achieved efficiently in room-temperature ionic liquids such as [tmba][NTf2]. The ionic liquid can be recovered and recycled. No cyc

Transition-metal-mediated cascade reactions: The water-accelerated carboalumination-Claisen rearrangement-carbonyl addition reaction

A three-step cascade reaction involving a water-accelerated catalytic carboalumination, a Claisen rearrangement, and a nucleophilic carbonyl addition converts terminal alkynes and allyl vinyl ethers into allylic alcohols containing up to three contiguous asymmetric carbon centers. Stoichiometric quantities of water as an additive increase the rate of the [3,3] sigmatropic rearrangement as well as the diastereoselectivity of the carbonyl addition process. Reaction products contain 1,6-diene functionalities that are readily cyclized to substituted cyclopentenes. An extension of this methodology to a sequence involving a [1,3] sigmatropic shift was feasible with a cyclopropylmethyl vinyl ether substrate.

A concise synthesis of carpanone using solid-supported reagents and scavengers

The synthesis of the natural product carpanone by utilization of polymer supported reagents, eliminating the need for conventional purification techniques was reported. The synthesis and crystal structure of a polymer-supported iridium catalyst for isomerization was also reported. The observations showed that isomerization of electron-rich aromatic compounds by the catalyst resulted in products with predominantly trans alkene geometry. However, the electron-poor derivatives were found to be less prone to rearrangement.

An investigation of the reactions of substituted homoallylic alcohols with various oxidation reagents

Substituted homoallylic alcohols have been synthesised both by [2,3]-Wittig rearrangement of unsymmetrical bis-allylic ethers and reaction of alkenyl chloromethyl oxiranes with Mg/THF. These substrates were then oxidized using four different oxidants. When the substituted homoallylic alcohols were oxidized with pyridinium chlorochromate or zinc chlorochromate nonahydrate the corresponding carbonyl compounds were produced. The same substrates formed the corresponding allylic oxidation products together with epoxidation products when oxidized with t-BuOOH. When and t-BuOOH and catalytic amounts of OsO 4 were used the allylic oxidation reaction was prevented and the only products formed were those in which the substituted double bond was epoxidized.