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- Title
Asymmetric Synthesis of Arboduridine.
- Authors
Yang, Rui; Zhou, Zeyu; Jiang, Huanfeng; Kam, Toh‐Seok; Chen, Kai; Ma, Zhiqiang
- 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.
- Subjects
ASYMMETRIC synthesis; INDOLE alkaloids; MICHAEL reaction; KETONES; MONOTERPENOIDS; AMINATION
- Publication
Angewandte Chemie, 2024, Vol 136, Issue 3, p1
- ISSN
0044-8249
- Publication type
Article
- DOI
10.1002/ange.202316016