188359-06-0Relevant academic research and scientific papers
Asymmetric fluorination of α-branched aldehydes by chiral primary amine catalysis: Reagent-controlled enantioselectivity switch
Cui, Linfeng,You, Yang'En,Mi, Xueling,Luo, Sanzhong
, p. 4250 - 4256 (2018)
Asymmetric fluorination of α-branched aldehydes catalyzed by chiral primary amines under mild conditions has been developed. Both enantiomers could be obtained with good yields (up to 96%) and a high enantioselectivity (up to 90% ee) by a simple swap of t
Atroposelective synthesis of configurationally stable nonbiaryl N-C atropisomers through direct asymmetric aminations of 1,3-benzenediamines
Jiang, Qianwen,Wang, Donglei,Yang, Xiaoyu
, p. 6201 - 6204 (2020)
A highly atroposelective synthesis of nonbiaryl N-C atropisomers was achievedviadirect aminations of 1,3-benzenediamines with azodicarboxylates enabled by chiral phosphoric acid catalysis. A series ofN-substituents, benzene-substituents and azodicarboxyla
Non-biaryl atropisomers in organocatalysis
Brandes, Sebastian,Niess, Barbara,Bella, Marco,Prieto, Auxiliadora,Overgaard, Jacob,Jorgensen, Karl Anker
, p. 6039 - 6052 (2006)
A new class of 6′-hydroxy cinchona alkaloids, with a non-biaryl atropisomeric functionalisation at position 5′ of the quinoline core can be prepared by an easy amination procedure. These are the first derivatives for which the principle of atropisomerism
A simple primary amine catalyst for enantioselective α-hydroxylations and α-fluorinations of branched aldehydes
Witten, Michael R.,Jacobsen, Eric N.
, p. 2772 - 2775 (2015/06/16)
A new primary amine catalyst for the asymmetric α-hydroxylation and α-fluorination of α-branched aldehydes is described. The products of the title transformations are generated in excellent yields with high enantioselectivities. Both processes can be performed within short reaction times and on gram scale. The similarity in results obtained in both reactions, combined with computational evidence, implies a common basis for stereoinduction and the possibility of a general catalytic mechanism for α-functionalizations. Promising initial results in α-amination and α-chlorination reactions support this hypothesis.
CATALYTIC ASYMMETRIC SYNTHESIS OF OPTICALLY ACTIVE α-HALO-CARBONYL COMPOUNDS
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Page/Page column 29-30, (2010/02/13)
A process for the catalytic asymmetric synthesis of an optically active compound of the formula (la) or (lb): wherein R is an organic group; X is halogen; Rland R2which may the same or different represents H, or an organic group or R
A versatile approach to optically active primary 2-fluoro-2-phenylalkanols through lipase-catalyzed transformations
Goj, Olav,Burchardt, Annegret,Haufe, Guenter
, p. 399 - 408 (2007/10/03)
Kinetic resolutions of (+/-)-1-acetoxy-2-fluoro-2-phenylalkanes 1 by enzymatic hydrolysis and of (+/-)-2-fluoro-2-phenylpropanol 2a by lipase-catalyzed acetylation are described for the first time.Hydrolysis of (+/-)-1 with lipase Amano PS (Pseudomonas cepacia) provided both the optically active acetates (-)-1 and the corresponding primary alcohols (-)-2 with high enantiomeric excess. (R)-enantiopreference was observed for the acetylation of (+/-)-2-fluoro-2-phenylpropanol 2a which occurred with higher enantioselectivity and faster conversion compared to the unfluorinated parent compound (+/-)-2-phenylpropanol 3.
