114209-14-2

Upstream product

• 22979-35-7 Methyl phenyldiazoacetate 
• 107-18-6 allyl alcohol 
• 736946-87-5 (R,E)-N-(4-nitrobenzylidene)-2-methylpropane-2-sulfinamide 
• 101-41-7 benzeneacetic acid methyl ester 
• 4358-87-6 (RS)-methyl mandelate 
• 106-95-6 allyl bromide 
• 67-56-1 methanol 
• 114209-10-8 allyloxy(phenyl)acetic acide 

Downstream Products

• 114209-19-7 allyloxy(phenyl)acetohydrazide 
• 114209-10-8 allyloxy(phenyl)acetic acide 
• 292163-77-0 rac-3-(1-allyloxphenylmethyl)penta-1,4-dien-3-ol 
• 1301601-20-6 C₁₃H₁₆O₅ 
• 1301601-37-5 methyl 2-(4-oxo-4-(pyrrolidin-1-yl)butoxy)-2-phenylacetate 
• 1301601-50-2 C₁₃H₁₄O₄ 
• 75455-48-0 2-allyloxy-2-phenylethan-1-ol 
• 1071506-52-9 2-(Oxirane-2-ylmethoxy)-2-phenylethanol 

Relevant academic research and scientific papers

Rapid generation and safe use of carbenes enabled by a novel flow protocol with in-line IR spectroscopy

A powerful new continuous process for the formation and use of donor/acceptor-substituted carbenes is described. The safety profile of diazo group transfer on methyl phenylacetate was determined including kinetic studies in batch and in flow using in-line

Synthesis of functionalized 2,3- and 3,4-dihydropyrans starting from α- hydroxycarboxylic esters via RCM

α-Hydroxy carboxylic acids and their derivatives are naturally occurring starting materials for the synthesis of functionalized tetrahydropyrans using ring closing metathesis and base induced epoxide rearrangement as key steps. (S)-Lactic acid methyl este

FeII-catalysed insertion reaction of α-diazocarbonyls into X-H bonds (X = Si, S, N, and O) in dimethyl carbonate as a suitable solvent alternative

The insertion reaction of a broad range of diazo compounds into Si-H bonds was found to be efficiently catalysed by Fe(OTf)2 in an emerging green solvent i.e. dimethyl carbonate (DMC). The α-silylated products were obtained in good to excellent yields (up to 95%). Kinetic studies showed that the extrusion of N2 to form an iron carbene intermediate is rate-limiting. The iron-catalysed insertion reaction of methyl α-phenyl-α-diazoacetate into polar X-H bonds (S-H, N-H, and O-H) was also established in DMC.

Alternative Sm(II) Species-Mediated Cascade Coupling/Cyclization for the Synthesis of Oxobicyclo[3.1.0]hexane-1-ols

The allylSmBr/HMPA/MsOH system has been found to be an efficient reagent for the "ester-alkene" coupling/cyclization cascade of readily available α-allyloxy esters. Oxobicyclo[3.1.0]hexane-1-ols were thus prepared in good to excellent yields and diastereo

Additive Tuned Selective Synthesis of Bicyclo[3.3.0]octan-1-ols and Bicyclo[3.1.0]hexan-1-ols Mediated by AllylSmBr

The selective construction of bicyclo[3.3.0]octan-1-ols and bicyclo[3.1.0]hexan-1-ols was achieved by using an allylSmBr/additive(s) system. By employing HMPA as the only additive, the momoallylation/ketone-alkene coupling occurred preferably and afforded bicyclo[3.3.0]octan-1-ols in good yields with high diastereoselectivities. While the ester-alkene coupling predominated to generate bicyclo[3.1.0]hexan-1-ols in moderate yields with excellent diastereoselectivities in the presence of a proton source, such as pyrrole as the coadditive with HMPA. The tunable reactivity of allylSmBr by additive(s) would make it a versatile reagent in organic synthesis.

Silica-supported HClO4 promotes catalytic solvent- and metal-free O-H insertion reactions with diazo compounds

Solvent-free O-H insertion reactions in the presence of diazo carbonyl compounds were carried-out in very mild conditions. Unlike the traditional metal-catalysed version, employing rhodium acetate dimer, this method uses eco-friendly silica-supported HClO4 as the catalyst. Only 0.3 mol% of this Br?nsted acid catalyst, that can also be recycled several times, is necessary to guarantee very good yields (up to 97%) in the O-H insertion reactions. Reaction set-up is simple and permitted the preparation of forty-three α-hydroxy and α-alkoxy esters/ketones in just 1 h and at room temperature.

NOVEL BENZYL SULFONAMIDE COMPOUNDS USEFUL AS MOGAT-2 INHIBITORS

The present invention provides compounds of Formula I. Wherein Rl, L, and A are as described herein, or a pharmaceutical salt thereof, processes for preparing the compounds, and methods of treating a condition, such as hypertriglyceridemia, using the comp

Steering reaction pathways: From benzyl Claisen rearrangements to powerful ionic shifts

Take a walk on the wild side: A novel benzyl Claisen cascade rearrangement of keteniminium salts is described. The reaction leads to α-arylated lactones under metal-free conditions (top scheme; Tf=trifluoromethanesulfonyl). It is further demonstrated that the cationic intermediates involved can be steered away from pericyclic reaction manifolds into powerful ionic shifts through reaction design (bottom scheme). Copyright

Efficient trapping of oxonium ylides with imines: A highly diastereoselective three-component reaction for the synthesis of β-amino-α-hydroxyesters with quaternary stereocenters

(Chemical Equation Presented) In one huge stride: The single-step construction of polyfunctionalized compounds with a quaternary stereocenter is possible through a highly diastereoselective multicomponent reaction of phenyldiazoacetates, alcohols, and imi

A synthesis of densely functionalized 2,3-dihydropyrans using ring-closing metathesis and base-induced rearrangements of dihydropyran oxides

The preparation of dihydropyran and dihydrofuran oxides and their rearrangement in the presence of lithium dialkylamides to functionalized 2,3-dihydropyrans or 2,3-dihydrofurans, respectively, is described. The regiochemical outcome of the reaction can be influenced by the relative configuration of the starting epoxides and the steric demand of the base. The 2,3-dihydropyrans obtained were converted stereoselectively to difunctionalized 3,4-dihydropyrans by the carbon-Ferrier reaction, or to fused acetals by addition of dimedone, mediated by ceric ammonium nitrate. The stereochemical results are rationalized by mechanistic proposals.