| Literature DB >> 28345159 |
Sergio Rossi1, Riccardo Porta1, Davide Brenna1, Alessandra Puglisi1, Maurizio Benaglia1.
Abstract
3D-printed flow reactors were designed, fabricated from different materials (PLA, HIPS, nylon), and used for a catalytic stereoselective Henry reaction. The use of readily prepared and tunable 3D-printed reactors enabled the rapid screening of devices with different sizes, shapes, and channel dimensions, aimed at the identification of the best-performing reactor setup. The optimized process afforded the products in high yields, moderate diastereoselectivity, and up to 90 % ee. The method was applied to the continuous-flow synthesis of biologically active chiral 1,2-amino alcohols (norephedrine, metaraminol, and methoxamine) through a two-step sequence combining the nitroaldol reaction with a hydrogenation. To highlight potential industrial applications of this method, a multistep continuous synthesis of norephedrine has been realized. The product was isolated without any intermediate purifications or solvent switches.Entities:
Keywords: 3D printing; amino alcohols; flow reactors; nitroaldol reactions; stereoselective catalysis
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Year: 2017 PMID: 28345159 DOI: 10.1002/anie.201612192
Source DB: PubMed Journal: Angew Chem Int Ed Engl ISSN: 1433-7851 Impact factor: 15.336