2024-03-29T09:42:22Zhttp://digital.csic.es/dspace-oai/requestoai:digital.csic.es:10261/1491292020-07-10T12:25:43Zcom_10261_5063com_10261_5col_10261_5066
00925njm 22002777a 4500
dc
Hernández Sánchez, Karel
author
Parella, T.
author
Petrillo, Giovanna
author
Usón, Isabel
author
Wandtke, Claudia M.
author
Joglar Tamargo, Jesús
author
Bujons, Jordi
author
Clapés Saborit, Pere
author
2017-05-02
Intramolecular benzoin reactions catalyzed by benzaldehyde lyase from Pseudomonas fluorescens biovar I (BAL) are reported. The structure of the substrates envisaged for this reaction consists of two benzaldehyde derivatives linked by an alkyl chain. The structural requirements needed to achieve the intramolecular carbon–carbon bond reaction catalyzed by BAL were established. Thus, a linker consisting of a linear alkyl chain of three carbon atoms connected through ether-type bonds to the 2 and 2′ positions of two benzaldehyde moieties, which could be substituted with either Cl, Br, or OCH3 at either the 3 and 3′ or 5 and 5′ positions, were suitable substrates for BAL. Reactions with 61–84 % yields of the intramolecular product and ee values between 64 and 98 %, were achieved. © 2017 Wiley-VCH Verlag GmbH & Co. KGaA, Weinheim
Angewandte Chemie - International Edition 56 (19): 5304-5307 (2017)
http://hdl.handle.net/10261/149129
10.1002/anie.201702278
http://dx.doi.org/10.13039/501100003329
Asymmetric catalysis
Biocatalysis
C−C coupling
enzymes
macrocycles
Intramolecular Benzoin Reaction Catalyzed by Benzaldehyde Lyase from Pseudomonas Fluorescens Biovar I