1100255-07-9Relevant academic research and scientific papers
P -Chiral, N -phosphoryl sulfonamide Br?nsted acids with an intramolecular hydrogen bond interaction that modulates organocatalysis
Yuan, Minglei,Mbaezue, Ifenna I.,Zhou, Zhi,Topic, Filip,Tsantrizos, Youla S.
, p. 8690 - 8694 (2019)
Br?nsted acids exemplified by OttoPhosa I (5c) were designed and evaluated in the asymmetric transfer hydrogenation of quinolines. Their catalytic properties are modulated by an intramolecular hydrogen bond that rigidifies their catalytic cavity, accelerates the reaction rate and improves enantioselectivity.
Enantioselective Reduction of 3-Substituted Quinolines with a Cyclopentadiene-Based Chiral Br?nsted Acid
Zhao, Xiaofang,Xiao, Jianliang,Tang, Weijun
supporting information, p. 3157 - 3164 (2017/07/12)
Enantioselective reduction of 3-substituted quinolines has been achieved using a cyclopentadiene-based chiral Bronsted acid as catalyst and Hantzsch ester as hydrogen donor, affording the corresponding tetrahydroquinolines in good enantioselectivities.
Thieme chemistry journal awardees - Where are they now? Asymmetric br?nsted acid catalyzed transfer hydrogenations
Rueping, Magnus,Sugiono, Erli,Schoepke, Fenja R.
scheme or table, p. 852 - 865 (2010/07/06)
Asymmetric hydrogenations are of great importance in the synthesis of optically active amines. This account highlights the development of the first metal-free transfer hydrogenation that is both highly enantioselective and inspired by natures dehydrogen?ase. Further focus is given to the extension of this bioinspired process to provide a variety of valuable, biologically active products and natural products under mild reaction conditions. Georg Thieme Verlag Stuttgart - New York.
Asymmetric counterion pair catalysis: An enantioselective Bronsted acid-catalyzed protonation
Rueping, Magnus,Theissmann, Thomas,Raja, Sadiya,Bats, Jan W.
scheme or table, p. 1001 - 1006 (2009/05/27)
A new asymmetric Bronsted acid-catalyzed cascade reaction involving a 1,4-addition, enantioselective protonation and 1,2-addition has been developed. This organocatalytic cascade not only provides for the first time 3-and 2,3-substituted tetrahydroquinolines and octahydroacridines in good yields with high dia- and enantioselectivities under mild reaction conditions but additionally represents the first example of a chiral Bronsted acid-catalyzed protonation reaction in an organocatalytic domino reaction. Furthermore, the new Bronsted acid-catalyzed hydride-proton-hydride transfer cascade can be applied to prepare new molecular scaffolds with up to three new stereocenters in an efficient one-pot reaction sequence.
