623143-43-1Relevant articles and documents
GPhos Ligand Enables Production of Chiral N-Arylamines in a Telescoped Transaminase-Buchwald-Hartwig Amination Cascade in the Presence of Excess Amine Donor
Heckmann, Christian M.,Paradisi, Francesca
supporting information, p. 16616 - 16620 (2021/10/12)
The combination of biocatalysis and chemocatalysis can be more powerful than either technique alone. However, combining the two is challenging due to typically very different reaction conditions. Herein, chiral N-aryl amines, key features of many active pharmaceutical ingredients, are accessed in excellent enantioselectivity (typically>99.5 % ee) by combining transaminases with the Buchwald-Hartwig amination. By employing a bi-phasic buffer-toluene system as well as the ligand GPhos, the telescoped cascade proceeded with up to 89 % overall conversion in the presence of excess alanine. No coupling to alanine was observed.
Transaminases applied to the synthesis of high added-value enantiopure amines
Paul, Caroline E.,Rodriguez-Mata, Maria,Busto, Eduardo,Lavandera, Ivan,Gotor-Fernandez, Vicente,Gotor, Vicente,Garcia-Cerrada, Susana,Mendiola, Javier,De Frutos, Oscar,Collado, Ivan
supporting information, p. 788 - 792 (2014/07/08)
Critical parameters affecting the stereoselective amination of (hetero)aromatic ketones using transaminases have been studied, such as temperature, pH, substrate concentration, cosolvent, and source and percentage of amino donor, to further optimize the production of enantiopure amines using both (S)- and (R)-selective biocatalysts from commercial suppliers. Interesting enantiopure amino building blocks have been obtained, overcoming some limitations of traditional chemical synthetic methods. Representative processes were scaled up, affording halogenated and heteroaromatic amines in enantiomerically pure form and good isolated yields.
CHEMICAL STUDIES OF MARINE INVERTEBRATES-XLII THE RELATIVE AND ABSOLUTE CONFIGURATION OF DYSIDENIN
Charles, C.,Braekman, J. C.,Daloze, D.,Tursch, B.
, p. 2133 - 2136 (2007/10/02)
The relative and absolute configuration of dysidenin has been determined by chemical correlation between dysidenin, isodysidenin and their respective dechlorinated derivatives.