Short electrochemical asymmetric synthesis of (+)-N-acetylcolchinol.
In: Green Chemistry, Jg. 24 (2022-09-21), Heft 18, S. 7220-7226
academicJournal
Zugriff:
A short synthesis of N-acetylcolchinol using a greener and step-economical pathway is reported where all the redox reactions, except for the asymmetric reduction, were carried out electrochemically, replacing protocols that employ transition metals or stoichiometric hazardous reagents. In a 4-step racemic sequence, chemoselective reduction of chalcone and intramolecular oxidative arene–arene coupling were performed in an electrochemical cell giving the target N-acetylcolchinol with an overall 41% yield. In a 7-step asymmetric variant, electrochemistry was also employed for the deprotection of p-methoxyphenyl amine. The target compound was obtained with a 33% overall yield and 99.5 : 0.5 er. [ABSTRACT FROM AUTHOR]
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Titel: |
Short electrochemical asymmetric synthesis of (+)-N-acetylcolchinol.
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Autor/in / Beteiligte Person: | Du, Yi ; Lunga, Adelaide ; Rubtsov, Aleksandr E. ; Malkov, Andrei V. |
Zeitschrift: | Green Chemistry, Jg. 24 (2022-09-21), Heft 18, S. 7220-7226 |
Veröffentlichung: | 2022 |
Medientyp: | academicJournal |
ISSN: | 1463-9262 (print) |
DOI: | 10.1039/d2gc02321k |
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