278173-27-6Relevant articles and documents
Improving catalyst activity in secondary amine catalysed transformations
Brazier, John B.,Gibbs, Timothy J. K.,Rowley, Julian H.,Samulis, Leopold,Yau, Sze Chak,Kennedy, Alan R.,Platts, James A.,Tomkinson, Nicholas C. O.
supporting information, p. 133 - 141 (2015/02/05)
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
Chiral Dawson-Type Hybrid Polyoxometalate Catalyzes Enantioselective Diels-Alder Reactions
Xuan, Wen-Jing,Botuha, Candice,Hasenknopf, Bernold,Thorimbert, Serge
supporting information, p. 16512 - 16516 (2015/11/09)
Can achiral organocatalysts linked to chiral polyanionic metal oxide clusters provide good selectivity in enantioselective C-C bond formations? The answer to this question is investigated by developing a new active hybrid polyoxometalate-based catalyst for asymmetric Diels-Alder reaction. Chirality transfer from the chiral anionic polyoxometalate to the covalently linked achiral imidazolidinone allows Diels-Alder cycloaddition products to be obtained with good yields and high enantioselectivities when using cyclopentadiene and acrylaldehydes as partners.
Synthesis and application of novel imidazole and 1H-tetrazolic acid containing catalysts in enantioselective organocatalyzed Diels-Alder reactions
Hartikka, Antti,Hojabri, Leila,Bose, Partha Pratim,Arvidsson, Per I.
experimental part, p. 1871 - 1876 (2010/02/27)
Herein we report studies on the organocatalytic Diels-Alder reaction using a variety of catalysts capable of activating α,β-unsaturated carbonyl compounds for reactions with dienes. The structurally attractive catalysts 4 and 14 were utilized in the enant
Aqueous enantioselective organocatalytic Diels-Alder reactions employing hydrazide catalysts. A new scaffold for organic acceleration
Lemay, Mathieu,Ogilvie, William W.
, p. 4141 - 4144 (2007/10/03)
(Chemical Equation Presented) Cyclic hydrazides function as asymmetric organocatalysts in aqueous Diels-Alder reactions. The hydrazide is employed as the catalytic machinery in a compact camphor-derived framework that imparts facial selectivity to the cyc
Chemical transformation of substrates using nonmetallic, organic catalyst compositions
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Example 5, (2010/11/29)
A method is provided for catalytically transforming a functional group within a first reactant by reaction with a second reactant in the presence of a nonmetallic, organic catalyst composition composed of a heteroatom-containing activator and an acid, or a salt of a heteroatom-containing activator and an acid. Exemplary first reactants are α,β-unsaturated carbonyl compounds such as α,β-unsaturated ketones and α,β-unsaturated aldehydes. The heteroatom of the activator is a Group 15 or Group 16 element such as nitrogen, oxygen, sulfur or phosphorus, and exemplary heteroatom-containing activators are amines. Chiral heteroatom-containing activators can be used to catalyze enantioselective reactions, such that a chiral product is obtained from a chiral or achiral starting material in enantiomerically pure form.
Optical resolution of racemic norbornene aldehydes: Kinetically controlled intramolecular haloetherification of ene acetals
Fujioka, Hiromichi,Kotoku, Naoyuki,Nagatomi, Yasushi,Kita, Yasuyuki
, p. 1829 - 1832 (2007/10/03)
Haloetherification reaction of a diastereomeric mixture of the ene acetals 2 and 2', derived from racemic norbornene aldehydes and chiral non- racemic (S,S)-hydrobenzoin, proceeded in a kinetically controlled manner to give the optically pure aldehydes 3 along with the intact ene acetals 2'. Compounds 3 and 2' were converted to the optically pure norbornene aldehydes in both enantiomeric forms. Then a new chiral auxiliary for asymmetric desymmetrization of meso-1,2-diols was found. (C) 2000 Elsevier Science Ltd.
