1032817-87-0

Upstream product

• 24680-50-0 4-methoxy-trans-cinnamaldehyde 
• 542-92-7 cyclopenta-1,3-diene 
• 1963-36-6 4-methoxycinnamaldehyde 

Relevant academic research and scientific papers

Improving catalyst activity in secondary amine catalysed transformations

The effect on catalyst performance of altering substituents at the 2-position of the Macmillan imidazolidinone has been examined. Condensation of l-phenylalanine N-methyl amide with acetophenone derivatives results in a series of imidazolidinones whose sa

NH-Isoxazolo-bicycles; New molecular scaffolds for organocatalysis

A new scaffold for organocatalysis of the Diels-Alder reaction is disclosed; an isoxazolidine ring forms the core of the catalyst and its activity is enhanced by judicious fusion of a second five-membered heterocycle to the c-edge. The catalyst performanc

Immobilization of macMillan imidazolidinone as mac-SILC and its catalytic performance on sustainable enantioselective dielsAlder cycloaddition

MacMillan's imidazolidinone catalyst was immobilized as a supported ionic liquid catalyst (Mac-SILC) in the pores of silica gel with the aid of an ionic liquid - 1-butyl-3-methylimidazolium bis(trifluoromethylsulfonyl)imide. The heterogenized organocatalyst was utilized for the enantioselective Diels-Alder reaction of cyclopentadiene and cinnamaldehyde, recovered by simple filtration and subsequent evacuation, and repeatedly used up to six times in 81% average chemical yield, 87% ee for endo- and 80% ee for exo-products. The Mac-SILC was effective for a variety of substrates.

Chiral Imidazolidin-4-one with catalytic amount of Dicationic ionic liquid act as a recoverable and reusable Organocatalyst for asymmetric Diels-Alder reaction

Imidazolidin-4-one is used as a recoverable organocatalyst for the asymmetric Diels-Alder reaction in the presence of catalytic amount of dicationic ionic liquid and trifluoroacetic acid as a co-catalyst. The Diels-Alder reaction between model substrate cyclopentadiene and crotonaldehyde gave the product in 95% conversion and 87% ee of the endo-product. The catalyst was shown better reusability when the 20?mol% of dicationic ionic liquid was used and catalyst was reused upto 5 cycles, conversion remains upto 3 recycles but ee of endo-9 was slightly droped.

Novel binaphthyl and biphenyl α- and β-amino acids and esters: organocatalysis of asymmetric Diels-Alder reactions. A combined synthetic and computational study

Asymmetric catalysis of the Diels-Alder reaction between cyclopentadiene and cinnamaldehydes has been studied using as catalysts a range of novel α- and β-aminoacids and aminoesters with binaphthyl and biphenyl backbones, providing enantioselectivities of

Chiral GAP catalysts of phosphonylated imidazolidinones and their applications in asymmetric Diels-Alder and Friedel-Crafts reactions

The design and synthesis of recyclable imidazolidinone catalysts using GAP chemistry/technique was described. Their applications in asymmetric Diels-Alder and Friedel-Crafts reactions with α,β-unsaturated aldehydes resulted in excellent yields and higher enantioselectivities than previous processes. As recyclable small molecular catalysts, phosphonylated imidazolidinones can be recovered and reused for up to three runs without costing significant decrease in catalytic activity.

Caveat in the stereochemical outcome of the organocatalytic Diels-Alder reaction in PEG-400

The organocatalytic Diels-Alder reaction in non-conventional solvent (PEG-400) has yielded cycloaddition products with diastereoselectivities hitherto not reported in detail using classical reaction conditions.

Pentaerythritol-supported chiral imidazolone and preparation method as well as use thereof

The invention relates to pentaerythritol-supported chiral imidazolone. The structure of the pentaerythritol-supported chiral imidazolone is shown in the description. Chiral imidazolone is supported on pentaerythritol to obtain a novel pentaerythritol-supp

Synthesis of MacMillan catalyst modified with ionic liquid as a recoverable catalyst for asymmetric Diels-Alder reaction

MacMillan catalyst was modified with imidazolium ionic liquid by ester linkage and acts as recoverable and reusable catalyst for asymmetric Diels-Alder reactions. A Diels-Alder reaction between cyclopentadiene and crotonaldehyde was carried out using MacMillan catalyst modified with ionic liquid (5 mol%) using trifluoroacetic acid (5 mol%) as co-catalyst in acetonitrile-water (95 : 5) at room temperature, to give 94% conversion of Diels-Alder adduct with exo/endo (1 : 1.1) and 90% ee of endo product. The catalyst was recovered and reused up to 5 cycles with a slight decrease in ee and product conversion.

Recyclable tetraarylphosphonium supported chiral imidazolidin-4-one organocatalyst for Diels-Alder reactions

The tetraarylphosphonium supported chiral imidazolidin-4-ones were synthesized and used to catalyze the Diels-Alder reactions of cyclopentadiene and α,β-unsaturated aldehydes. High enantiomeric excesses and good yields were obtained, and catalyst recyclin