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Title: | Biomimetic synthesis of galantamine: Via laccase/TEMPO mediated oxidative coupling | Authors: | Zippilli, Claudio botta, lorenzo Bizzarri, Bruno Mattia Baratto, Maria Camilla Pogni, Rebecca Saladino, Raffaele |
Journal: | RSC ADVANCES | Issue Date: | 2020 | Abstract: | Laccase-mediated intramolecular oxidative radical coupling of N-formyl-2-bromo-O-methylnorbelladine afforded a novel and isolable spirocyclohexadienonic intermediate of galantamine. High yield and conversion of substrate were obtained in the presence of the redox mediator 2,2,6,6-tetramethylpiperidine-1-oxyl (TEMPO). This laccase procedure, with an overall yield of 34%, represents a scalable and environmentally friendly alternative to previously reported syntheses of galantamine based on the use of potassium ferricyanide as an unspecific radical coupling reagent. |
URI: | http://hdl.handle.net/2067/46082 | ISSN: | 2046-2069 | DOI: | 10.1039/d0ra00935k | Rights: | Attribution-NonCommercial-NoDerivs 3.0 United States |
Appears in Collections: | A1. Articolo in rivista |
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