146679-25-6Relevant articles and documents
Chiral Vanadyl(V) Complexes Enable Efficient Asymmetric Reduction of β-Ketoamides: Application toward (S)-Duloxetine
Chen, Chien-Tien,Maity, Nabin Ch.,Agarwal, Rachit,Lai, Chien-Fu,Liao, Yiya,Yu, Wei-Ru
, p. 6408 - 6419 (2020/07/14)
High-valent chiral oxidovanadium(V) complexes derived from 3,5-substituted-N-salicylidene-l-tert-leucine were used as catalysts in asymmetric reduction of N-benzyl-β-ketoamides. Among six different solvents, three different alcohol additives, and two different boranes examined, the use of pinacolborane in tetrahydrofuran (THF) with a t-BuOH additive led to the best results at -20 °C. The corresponding β-hydroxyamides can be furnished with yields up to 92percent and an enantiomeric excess (ee) up to 99percent. We have successfully extended this catalytic protocol for the synthesis of an (S)-duloxetine precursor.
Ammonium nitrate: A biodegradable and efficient catalyst for the direct amidation of esters under solvent-free conditions
Ramesh, Perla,Fadnavis, Nitin W.
supporting information, p. 138 - 140 (2015/02/19)
A simple, metal-free, and environment-friendly procedure is developed for the direct conversion of esters to amides using ammonium nitrate as a catalyst under solvent-free conditions. Aryls, heteroaryls, and aliphatic esters are easily converted to the corresponding amides in excellent isolated yields (85-99%). An enantiopure ester and amine were both shown to react without racemization. The methodology has been successfully applied to preparation of procainamide.
Stereospecific construction of substituted piperidines. Synthesis of (-)-paroxetine and (+)-laccarin
Bower, John F.,Riis-Johannessen, Thomas,Szeto, Peter,Whitehead, Andrew J.,Gallagher, Timothy
, p. 728 - 730 (2007/10/03)
Short and efficient enantioselective syntheses of (-)-paroxetine and (+)-laccarin are described based on the highly stereospecific cleavage of C(3)-substituted 1,3-cyclic sulfamidates. The Royal Society of Chemistry.
