862669-01-0Relevant articles and documents
Highly diastereoselective synthesis of enantioenriched: Anti -α-allyl-β-fluoroamines
Chevis, Philip J.,Wangngae, Sirilak,Thaima, Thanaphat,Carroll, Anthony W.,Willis, Anthony C.,Pattarawarapan, Mookda,Pyne, Stephen G.
, p. 6050 - 6053 (2019)
A highly diastereoselective synthesis of anti-α-allyl-β-fluoroamines has been developed involving enantioselective α-fluorination of aldehydes followed by a diastereoselective Petasis allyl borono-Mannich reaction. The products are obtained generally in g
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 (2018/04/14)
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
Enantioselective fluorination of α-branched aldehydes and subsequent conversion to α-hydroxyacetals via stereospecific C-F bond cleavage
Shibatomi, Kazutaka,Kitahara, Kazumasa,Okimi, Takuya,Abe, Yoshiyuki,Iwasa, Seiji
, p. 1388 - 1392 (2016/02/05)
The highly enantioselective fluorination of α-branched aldehydes was achieved using newly developed chiral primary amine catalyst 1. Furthermore, the C-F bond cleavage of the resulting α-fluoroaldehydes proceeded smoothly under alcoholic alkaline conditio
A simple primary amine catalyst for enantioselective α-hydroxylations and α-fluorinations of branched aldehydes
Witten, Michael R.,Jacobsen, Eric N.
supporting information, 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.
Asymmetric oxidative α-fluorination of 2-alkylphenylacetaldehydes with AgHF2 and ruthenium/PNNP catalysts
Althaus, Martin,Togni, Antonio,Mezzetti, Antonio
experimental part, p. 702 - 707 (2009/12/27)
During attempts directed at epoxide ring opening with different HF sources, we discovered that the Lewis acidic [RuCl(PNNP)]+ (1) or [Ru(OEt2)2(PNNP)]2+ (2) catalysts promote the [1,2]-phenyl shift (Meinwald rea
Rapid, general access to chiral β-fluoroamines and β,β-difluoroamines via organocatalysis
Fadeyi, Olugbeminiyi O.,Lindsley, Craig W.
supporting information; experimental part, p. 943 - 946 (2009/08/07)
A rapid, general route to enantiopure β-fluoroamines and β,β-difluoroamines has been developed employing organocatalysis in both a twopot and a one-pot procedure. Both chemical yields (64-82%) and enantioselectivity (94-98% ee) were excellent and represen
Non-biaryl atropisomers in organocatalysis
Brandes, Sebastian,Niess, Barbara,Bella, Marco,Prieto, Auxiliadora,Overgaard, Jacob,Jorgensen, Karl Anker
, p. 6039 - 6052 (2007/10/03)
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
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