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Title: | Synthesis of Benzoxazines by Heterogeneous Multicomponent Biochemo Multienzymes Cascade Reaction | Authors: | Tomaino, Elisabetta Capecchi, Eliana Ubertini, Valentina Piccinino, Davide Bizzarri, Bruno M Saladino, Raffaele |
Journal: | Journal of Organic Chemistry | Issue Date: | 2024 | Abstract: | This work describes the possibility to combine multicomponent chemistry and multienzymes cascade transformations in a unique reactive framework to yield highly functionalized 1,4-benzoxazines under favorable heterogeneous conditions. The synthetic scheme involved the generation in situ of electrophilic reactive quinone intermediates of tyrosol esters catalyzed by lipase M and tyrosinase followed by nucleophilic 1,6-Michael addition of selected α-amino acid methyl esters, and successive intramolecular lactonization and aromatization processes. The immobilization of the multienzymes cascade on electroactive lignin nanoparticles improved the sustainability and recyclability of the overall system. |
URI: | http://hdl.handle.net/2067/51850 | ISSN: | 1434-193X | DOI: | 10.1021/acs.joc.3c02314 |
Appears in Collections: | A1. Articolo in rivista |
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