Artículos de revistas
Tuning Lipase-catalysed Kinetic Resolution Of 2-substituted Thiophenes And Furans: A Scalable Chemoenzymatic Route To Masked Gamma-bis-oxo-alcohols
Registro en:
Journal Of Molecular Catalysis B: Enzymatic. Elsevier Science Bv, v. 126, p. 37 - 45, 2016.
1381-1177
1873-3158
WOS:000371915000006
10.1016/j.molcatb.2016.01.014
Autor
Ferreira
Dartagnam S. P.; Ferreira
Jeiely G.; Filho
Everaldo F. S.; Princival
Jefferson L.
Institución
Resumen
Conselho Nacional de Desenvolvimento Científico e Tecnológico (CNPq) Coordenação de Aperfeiçoamento de Pessoal de Nível Superior (CAPES) The demand for greener and applicable approaches aiming at the synthesis of optically active compounds as single enantiomers has seen a significant growth worldwide. Since most of the chemically synthesized compounds are produced as racemates their kinetic resolution has been of great interest. For this purpose a number of chemo-enzymatic approaches were proposed. One of such approaches, the use of isolated lipases, is a well-established alternative. Herein we report the kinetic resolutions of 2 Substituted five-membered heteroaromatic rings. By optimizing the reaction conditions it was possible to produce (2-hydroxy)-2-substituted furans and thiophenes in high enantiomeric ratio (E> 200). Thus, racemic mixtures of compounds with slight structural differences were resolved. The current chemoenzymatic strategy has been applied to a scalable approach leading to the formation of the enantiopure (S)-2i a well-known building block used for the synthesis of bioactive natural compounds. (C) 2016 Elsevier B.V. All rights reserved. 126 37 45 CNPq FACEPE CAPES INCT-INAMI Conselho Nacional de Desenvolvimento Científico e Tecnológico (CNPq) Coordenação de Aperfeiçoamento de Pessoal de Nível Superior (CAPES)