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Towards catalytic cascade reactions: asymmetric synthesis using combined chemo-enzymatic catalysts
Authors:Chrétien Simons  Ulf Hanefeld  Isabel W C E Arends  Thomas Maschmeyer  Roger A Sheldon
Affiliation:(1) Laboratory of Biocatalysis and Organic Chemistry, Delft University of Technology, Julianalaan 136, 2628 BL Delft, The Netherlands;(2) Laboratory for Applied Organic Chemistry and Catalysis, Delft University of Technology, Julianalaan 136, 2628 BL Delft, The Netherlands;(3) Laboratory of Advanced Catalysis for Sustainability, School of Chemistry, University of Sydney, Sydney, NSW, 2006, Australia
Abstract:The combination of immobilised Rh-MonoPhos (5-AlTUD-1) and Acylase I afforded a chemo-enzymatic one-pot process for the enantioselective synthesis of amino acids in water, without the need for isolation of intermediates. In addition, the enzymatic hydrolysis increases the enantiopurity of the product from 95% ee to >98% ee. Compatibility studies revealed that compartmentalisation of the catalysts is essential to achieve high yields and optical purities.
Keywords:aminoacylase  asymmetric catalysis  cascade reaction  hydrogenation  immobilisation
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