115148-32-8

Upstream product

• 451502-80-0 ethyl (2Z)-4-[(p-methoxyanilino)carbonyloxy]-2-butenyl carbonate 
• 4427-96-7 4-vinyl-1,3-dioxolan-2-one 
• 5416-93-3 4-Methoxyphenyl isocyanate 
• 104-94-9 4-methoxy-aniline 
• 219838-95-6 (Z)-but-2-ene-1,4-bis(ethylcarbonate) 
• 115148-20-4 C₂₀H₂₂N₂O₆ 

Downstream Products

• 169324-82-7 N-tert-butoxycarbonyl-N-(1-hydroxymethyl-2-propenyl)amine 
• 171077-04-6 (+/-)-2-<<(1,1-dimethylethoxy)carbonyl>amino>-3-butenoic acid 
• 91103-37-6 tert-butyl [(1S)-1-(hydroxymethyl)prop-2-en-1-yl]carbamate 
• 91028-39-6 L-2-<<(tert-Butyloxy)carbonyl>amino>-3-butenoic Acid 

Relevant academic research and scientific papers

Palladium-catalyzed enantioselective decarboxylative cycloaddition of vinylethylene carbonates with isocyanates

An efficient method for the enantioselective construction of β-substituted β-vinylglycinol derivatives through palladium-catalyzed decarboxylative cycloaddition of vinylethylene carbonates with isocyanates was developed. By using a palladium complex generated in situ from [Pd2(dba)3] · CHCl3 (dba=dibenzylideneacetone) and (S)-Segphos as a catalyst under mild reaction conditions, the process provided 4-substituted-4-vinyloxazolidin-2-ones in high yields with a high level of enantioselectivity.The stereochemical outcome of the reaction was explained by DFT calculations and the synthetic utility of the process was demonstrated by the gram-scale transformation and formal synthesis of MK-0731 as a kinesin spindle protein inhibitor.

In situ enzymatic screening (ISES) of P,N-ligands for Ni(0)-mediated asymmetric intramolecular allylic amination

An in situ enzymatic screening (ISES) approach to rapid catalyst evaluation recently pointed to Ni(0) as a new candidate transition metal for intramolecular allylic amination. This led to further exploration of chiral bidentate phosphine ligands for such transformations. Herein, a variety of P,N-ligands are examined for this Ni(0)-chemistry, using a model reaction leading into the vinylglycinol scaffold. On the one hand, an N,N-bis(2-diphenylphosphinoethyl)alkylamine ('PNP') ligand proved to be the fastest ligand yet seen for this Ni(0)-transformation. On the other, phosphinooxazoline (PHOX) ligands of the Pfaltz-Helmchen-Williams variety gave the highest enantioselectivities (up to 51% ee) among P,N-ligands examined.

Formal Aza-Wacker Cyclization by Tandem Electrochemical Oxidation and Copper Catalysis

In oxidative electrochemical organic synthesis, radical intermediates are often oxidized to cations on the way to final product formation. Herein, we describe an approach to transform electrochemically generated organic radical intermediates into neutral

Containing quaternary carbon chiral center vinyl oxazolidone compound and its preparation method

The invention provides a vinyl oxazolidinone compound containing a quaternary carbon chiral center and a preparation method thereof. According to the preparation method, vinyl glycol carbonic ester reacts with isocyanate in an organic solvent to prepare the vinyl oxazolidinone compound containing the quaternary carbon chiral center under the catalysis action of a palladium complex which is generated through the coordination of a palladium source and a chiral ligand and serves as a catalyst. The vinyl oxazolidinone compound containing the quaternary carbon chiral center, provided by the invention, has potential physiological activity and can be conveniently converted into amino alcohol containing the quaternary carbon chiral center, chirality quaternary carbon vinyl amino acid and chirality quaternary carbon serine. The preparation method provided by the invention is a high-efficiency environmentally-friendly asymmetric catalysis method and has the advantages of high catalytic activity, mild reaction conditions, convenience and easiness in availability of reaction raw materials and high enantioselectivity.

Following an ISES lead: The first examples of asymmetric Ni(0)-mediated allylic amination

An ISES (in situ enzymatic screening) lead pointed to conditions (PMP N-protecting group, Ni(cod)2 catalyst precursor) under which chiral, bidentate phosphines could promote Ni(0)-mediated allylic amination. Therefore, bidentate phosphines bear

In situ enzymatic screening (ISES): A tool for catalyst discovery and reaction development

Can enzymes help organic chemists identify new transition-metal catalysts? The first example of the in situ enzymatic monitoring of an organic transformation is described. Thus, a transition-metal-mediated allylic-amination reaction in the organic layer (

Palladium(0)-catalyzed reaction of acidic anilines with (Z)-2-butene- 1,4-diyl dicarbonate - Preparation of N-aryl-4-vinyloxazolidin-2-ones

Palladium-catalyzed reaction of acidic anilines with (Z)-2-butene-1,4- diyl dicarbonate affords N-aryl-4-vinyloxazolidin-2-ones. The success of the reaction depends on the acidity of the aniline and requires in situ conversion of the dicarbonate into carb

ASYMMETRIC CYCLIZATION OF 2-BUTENYLENE DICARBAMATES CATALYZED BY CHIRAL FERROCENYLPHOSPHINE-PALLADIUM COMPLEXES: CATALYTIC ASYMMETRIC SYNTHESIS OF OPTICALLY ACTIVE 2-AMINO-3-BUTENOLS

Cyclization of 2-butenylene dicarbamates (RNHCOOCH2CH=CHCH2OCONHR: R = Ph, MeOC6H4, PhCH=CH, etc.) in the presence of a palladium catalyst coordinated with chiral (hydroxyalkyl)-ferrocenylphosphine ligand gave optically active 4-vinyl-2-oxazolidines (up t

PALLADIUM(O)-CATALYZED CYCLIZATION OF 2-BUTENYLENE DICARBAMATES FORMING 4-VINYL-2-OXAZOLIDONES

2-Butenylene dicarbamates prepared from but-2-en-1,4-diol and isocyanates readily undergo the cyclization in the presence of a phosphine-palladium(O) catalyst to produce 4-vinyl-2-oxazolidones in high yields.