943654-38-4Relevant articles and documents
Enantioselective Synthesis of N-Benzylic Heterocycles: A Nickel and Photoredox Dual Catalysis Approach
Pezzetta, Cristofer,Bonifazi, Davide,Davidson, Robert W. M.
supporting information, p. 8957 - 8961 (2019/11/11)
Reported herein is a dual nickel- and photoredox-catalyzed modular approach for the preparation of enantioenriched N-benzylic heterocycles. α-Heterocyclic carboxylic acids, easily obtainable from common commercial material, are reported as suitable substrates for a decarboxylative strategy in conjunction with a chiral pyridine-oxazoline (PyOx) ligand, providing quick access to enantioenriched drug-like products. The presence of a directing group on the heterocyclic moiety is shown to be beneficial, affording improved stereoselectivity in a number of cases.
Nonenzymatic, enantioconvergent dynamic kinetic resolution (DKR) of racemic 2-(1H-pyrrol-1-yl)alkanoic acids as α-amino acid equivalents
Tokumaru, Eri,Tengeiji, Atsushi,Nakahara, Takayoshi,Shiina, Isamu
supporting information, p. 1768 - 1770 (2016/02/18)
We report an effective dynamic kinetic resolution (DKR) system of racemic 2-(1H-pyrrol-1-yl)alkanoic acids, which consists of a rapid racemization step via an activating substrate and an enantio-discriminating step via catalytic esterification. The combination of pivalic anhydride as an activating agent, bis(α-naphthyl)methanol as an achiral alcohol, (R)-BTM as a chiral acyl-transfer catalyst, and Hunig's base converted racemic 2-(1H-pyrrol-1-yl)alkanoic acids to the corresponding chiral carboxylates, which can be transformed into chiral α-amino acid derivatives with maintained high enantiopurity.