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Waste Minimized Multistep Preparation in Flow of β-Amino Acids Starting from α,β-Unsaturated Carboxylic Acids

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Laboratory of Green Synthetic Organic Chemistry, CEMIN - Dipartimento di Chimica, Biologia e Biotecnologie, Università di Perugia, Via Elce di Sotto, 8, 06123 Perugia, Italia
Dipartimento di Scienze Farmaceutiche, Università di Perugia, Via del Liceo, 06123 Perugia, Italia
§ Institute of Chemistry, The Hebrew University, Edmond Safra Campus, Givat Ram, 91904 Jerusalem, Israel
*Luigi Vaccaro. Fax: +39 075 5855560. Tel: +39 075 5855541. E-mail: [email protected]
Cite this: ACS Sustainable Chem. Eng. 2015, 3, 6, 1221–1226
Publication Date (Web):April 13, 2015
Copyright © 2015 American Chemical Society

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    Abstract Image

    An efficient protocol for the synthesis of β-amino acids starting from easily accessible α,β-unsaturated carboxylic acids based on the combination of two heterogeneous catalytic systems is reported. This multistep approach is based on the direct β-azidation of α,β-unsaturated carboxylic acids and subsequent azido group reduction performed in flow conditions. It has been demonstrated that the catalysts can be easily recovered and reused conserving its complete efficiency. The green metrics calculations proved the high environmental efficiency of the protocol characterized by very low waste production.

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    Cited By

    This article is cited by 15 publications.

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    12. Luigi Vaccaro, Chiara Petrucci, Vadym Kozell, Eleonora Ballerini. Flow Tools to Define Waste/Time/Energy‐Minimized Protocols. 2017, 165-192.
    13. Francesco Ferlin, Stefano Santoro, Lutz Ackermann, Luigi Vaccaro. Heterogeneous C–H alkenylations in continuous-flow: oxidative palladium-catalysis in a biomass-derived reaction medium. Green Chemistry 2017, 19 (11) , 2510-2514.
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