Asymmetric Synthesis of Arboduridine.
Angew Chem Int Ed Engl
; 63(3): e202316016, 2024 Jan 15.
Article
em En
| MEDLINE
| ID: mdl-38038685
ABSTRACT
The first asymmetric total synthesis of the monoterpenoid indole alkaloid arboduridine has been accomplished. The tricyclic A/B/D ring system was constructed by an enantioselective Michael reaction followed by intramolecular nucleophilic addition. Intramolecular α-amination of a ketone forged the piperidine ring, while a Horner-Wadsworth-Emmons (HWE) reaction was used to form the pyrrolidine ring. A reduction cyclization cascade led to formation of the tetrahydrofuran ring.
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MEDLINE
Idioma:
En
Ano de publicação:
2024
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Article