13351-86-5

Upstream product

• 108-05-4 vinyl acetate 
• 100-09-4 4-methoxybenzoic acid 
• 74-86-2 acetylene 
• 2768-02-7 (vinyl)trimethoxylsilane 
• 794-94-5 p-Methoxybenzoic anhydride 
• 56180-44-0 C₁₁H₁₂O₅ 
• 100-07-2 4-methoxy-benzoyl chloride 

Downstream Products

• 125610-48-2 Bu₂Sn{CH₂CH₂OCO(4-MeOC₆H₄)}2 
• 1076230-86-8 (-)-2-(hydroxymethyl)butyl 4-methoxybenzoate 
• 1332834-95-3 5-O-p-methoxybenzoyl-1,2-dideoxy-D-ribose 

Relevant academic research and scientific papers

Cobalt-mediated radical polymerization routes to poly(vinyl ester) block copolymers

Cobalt-mediated radical polymerizations (CMRPs) utilizing redox initiation are demonstrated to produce poly(vinyl ester) homopolymers derived from vinyl pivalate (VPv) and vinyl benzoate (VBz), and their block copolymers with vinyl acetate (VAc). Combinin

Regio- and Stereoselective Chan-Lam-Evans Enol Esterification of Carboxylic Acids with Alkenylboroxines

Efficient and scalable Cu(II)-mediated enol esterification methodology of carboxylic acids from alkenyl boroxines and boronic acids is presented. The reaction shows a wide scope in aliphatic and aromatic carboxylic acids in combination with several alkenyl boroxines. In the case of 2-substituted alkenyl boroxines the double bond configuration was fully retained in the enol ester product. Also N-hydroxyimides and imides could be transformed in the respective amidooxy vinyl enol ethers and vinyl enamides. Finally, with the exception of methionine, all other 19 canonical amino acids showed their compatibility to give the enol esters in a stereoselective fashion. (Figure presented.).

Synthesis of α-Amidoketones from Vinyl Esters via a Catalytic/Thermal Cascade Reaction

A straightforward, modular, and atom-efficient method is reported for the synthesis of α-amidoketones from vinyl esters via a cascade reaction including hydroformylation, condensation with a primary amine, and a rearrangement step giving water as the only byproduct. The reaction sequence can be performed in one pot or as a three-step procedure. The synthetic applicability is demonstrated by the preparation of different α-amidoketones in moderate to good yields.

Ethenolate transfer reactions: A facile synthesis of vinyl esters

A simple and efficient metal-free ethenolate transfer reaction has been elaborated in moderate-to-high yields from vinyl acetate. This reaction was accomplished by generation of potassium ethenolate, which was then reacted with homo and mixed anhydrides of aliphatic, aryl and heteroaryl acids, to yield the corresponding vinyl esters. The utility of thus generated vinyl esters was then probed by carrying out intramolecular Heck reactions to give isobenzofuran-1(3H)-one derivatives in excellent yields. Copyright

An expedient biocatalytic procedure for abasic site precursors useful in oligonucleotide synthesis

Preparation of abasic site precursors through a divergent chemoenzymatic synthesis has been accomplished. Several biocatalysts and acylating agents were studied furnishing a practical and scalable green method useful for industrial applications. Highly re

Copper-catalyzed sequential alkyl/aryl or vinyl esterification of dicarboxylic acid anhydrides with alkoxysilanes

(Figure presented) A copper(I)-catalyzed bis-esterification of cyclic anhydrides with aryl and vinyl alkoxysilanes is described, in which the alkoxy and aryl (or vinyl) esters of dicarboxylic acids were prepared in one pot with moderate to good yields. Notably, vinyl trimethoxysilanes also worked well with this procedure.

Copper(II)-catalyzed esterification of arenecarboxylic acids with aryl- and vinyl-substituted trimethoxysilanes

In this paper, the copper(II)-catalyzed esterification reaction of arenecarboxylic acids with aryl- or vinyl-substituted trimethoxysilanes is described. A series of aryltrimethoxysilanes and arenecarboxylic acids worked well under this procedure, affording aryl benzoate derivatives in moderate to good yields. Notably, trimethoxy(vinyl)silanes also worked well under this procedure giving a facile and versatile method to access vinyl benzoate derivatives. Georg Thieme Verlag Stuttgart.

Process for Preparing Vinyl Carboxylates

The present invention relates to a process for preparing vinyl carboxylates, wherein a carboxylic acid is reacted with an alkyne compound in the presence of a catalyst which is selected from carbonyl complexes, halides and oxides of rhenium, of manganese, of tungsten, of molybdenum, of chromium and of iron and rhenium metal at a temperature of ≦300° C. The process gives the desired vinyl esters with high yield.

Dinuclear zinc-catalyzed asymmetric desymmetrization of acyclic 2-substituted-1,3-propanediols: A powerful entry into chiral building blocks

The asymmetric acylation of meso-2-substituted-1,3-propanediols by using an amphoteric chiral dinuclear zinc catalyst is described. It is has been demonstrated that both 2-alkyl- and 2-aryl-1,3-propanediols can be desymmetrized in high yields and enantioselectivities by using the same family of ligands. Given that both antipodes of the chiral catalyst are available, both enantiomers of the desymmetrized product can be obtained from the same starting material. The synthetic utility of the desymmetrized products has been demonstrated by the synthesis of several chiral building blocks with high enantiomeric purities.

Thermal Decomposition of Pentacarbonyl(1-acyloxyalkylidene)chromium(0) Complexes: Formation of Z-Enol Esters

Pentacarbonyl(1-acyloxyalkylidene)chromium(0) complexes, formed in situ by reaction of the corresponding tetramethylammonium pentacarbonyl(1-oxoalkyl)chromate(1-) salts with carboxylic acid halides, affords enol esters in moderate to good yields. In all cases examined, the Z-enol ester was obtained as the major or exclusive isomer. Addition of 1 equiv of pyridine to the reaction mixture substantially improved the Z/E ratio and, in most cases, increased the chemical yield.