33788-46-4

Upstream product

• 922-67-8 propynoic acid methyl ester 
• 108-95-2 phenol 
• 292638-85-8 acrylic acid methyl ester 

Downstream Products

• 1354623-18-9 3-tert-butyl 4-((E)-3-phenoxyallyl) (2R,4S)-2-tert-butyloxazolidine-3,4-dicarboxylate 
• 1332927-59-9 methyl 3,3-bis(4-cyanophenyl)propanoate 
• 20754-20-5 3-p-tolyl-acrylic acid methyl ester 
• 1332927-48-6 methyl 3,3-bis(4-methylphenyl)propanoate 
• 4687-24-5 benzofuran-3-carboxylic acid methyl ester 
• 160084-68-4 acetic acid 3-phenoxy-allyl ester 
• 405940-84-3 (E)-3-(phenyloxy)prop-2-en-1-ol 

Relevant academic research and scientific papers

Redox-Neutral Rhodium(III)-Catalyzed Chemospecific and Regiospecific [4+1] Annulation between Indoles and Alkenes for the Synthesis of Functionalized Imidazo[1,5- a]indoles

Exploiting internal alkenes embedded with an oxidizing function/leaving group as a rare and unconventional one-carbon unit, a redox-neutral rhodium(III)-catalyzed chemo- and regiospecific [4+1] annulation between indoles and alkenes for the synthesis of f

Enantioselective Heck Arylation of Acyclic Alkenol Aryl Ethers: Synthetic Applications and DFT Investigation of the Stereoselectivity

Herein we report the enantioselective Heck-Matsuda arylation of acyclic E and Z-alkenyl aryl ethers. The reactions were carried out under mild conditions affording the enantioenriched benzyl ethers in a regioselective manner, moderate to good yields (up to 73%), and in good to excellent enantiomeric ratios (up to 97:3). The enantioselective Heck-Matsuda arylation has shown a broad scope (25 examples), and some key Heck-Matsuda adducts were further converted into more complex and valuable scaffolds including their synthetic application in the synthesis of (R)-Fluoxetine, (R)-Atomoxetine, and in the synthesis of an enantioenriched benzo[c]chromene. Finally, in silico mechanistic investigations into the reaction's enantioselectivity were performed using density functional theory. (Figure presented.).

Palladium-catalyzed aerobic regio- and stereo-selective olefination reactions of phenols and acrylates: Via direct dehydrogenative C(sp2)-O cross-coupling

An efficient olefination protocol for the oxidative dehydrogenation of phenols and acrylates has been achieved using a palladium catalyst and O2 as the sole oxidant. This reaction exhibits high regio- and stereo-selectivity (E-isomers) with mod

Remote stereocontrol in [3,3]-sigmatropic rearrangements: Application to the total synthesis of the immunosuppressant mycestericin G

The Ireland - Claisen [3,3]-sigmatropic rearrangement has been used to access biologically important β,β′-dihydroxy α-amino acids. The rearrangement reported is highly stereoselective and offers excellent levels of remote stereocontrol. This strategy has been used to synthesize the natural immunosuppressant mycestericin G and ent-mycestericin G, allowing for a revision of absolute configuration of this natural product.

Stereoselective reaction between alkyl propiolates and phenols in the presence of sodium azide in tert-butyl alcohol

Stereoselective reaction of various substituted phenols with alkyl propiolates in the presence of a catalytic amount of sodium azide in tert-butyl alcohol at reflux temperature leads to alkyl (Z)-3-phenoxy-2-propenoates in good yields. Springer-Verlag 201

A green and rapid approach for the stereoselective vinylation of phenol, thiol and amine derivatives in water

The stereoselective formation of C-O, C-S and C-N bonds by the reaction of phenols, thiols and amines with activated alkynes is described. The reactions are successfully conducted in water with excellent yields at room temperature. The lack of organic sol

Palladium-catalyzed oxidative cyclization of 3-phenoxyacrylates: An approach to construct substituted benzofurans from phenols

In this paper, a novel and applicable synthesis of benzofurans from commercially available phenols and propiolate through the direct oxidative cyclization has been developed. In the presence of Pd(OAc)2/PPh 3 and CF3COsub

Rhodium-catalyzed double 1,4-addition of arylboronic acids to β-aryloxyacrylates involving β-oxygen elimination

The rhodium-catalyzed addition reaction of arylboronic acids to β-aryloxyacrylates gives 3,3-diarylpropanoates in good yields. The double arylation reaction proceeds via the intermediate cinnamates generated by β-oxygen elimination. Copyright

An Ireland-Claisen approach to β-alkoxy α-amino acids

(Chemical Equation Presented) A diastereoselective Ireland-Claisen approach to β-alkoxy α-amino acid esters is reported. Amino acid esters of enol ethereal allylic alcohols undergo facile syn-selective [3,3]-sigmatropic rearrangement via silyl ketene acetals. Substrate synthesis, rearrangement development, stereoselectivity, and product elaboration are discussed.