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Synthesis 2023; 55(04): 663-669
DOI: 10.1055/a-1947-6049
DOI: 10.1055/a-1947-6049
paper
Synthesis of (±)-5-epi-Vetiverianine A via an Oxidative Cyclization Approach
This work was financially supported by the Japan Society for the Promotion of Science (JSPS), KAKENHI (Grant Nos.: JP16K08180, JP18K14876, JP19K06981 and JP21K14797).
Abstract
In this article, we report the synthesis of (±)-5-epi-vetiverianine A. The key reactions, including a rhodium-catalyzed coupling reaction and an oxidative phenolic cyclization, allow for efficient and stereoselective access to (±)-5-epi-vetiverianine A in 11 steps, and in 20% overall yield. The stereochemistry is confirmed by NOE studies.
Key words
synthetic study - vetiverianine A - 5-epi-vetiverianine A - oxidative cyclization - Rh-catalyzed couplingSupporting Information
- Supporting information for this article is available online at https://doi.org/10.1055/a-1947-6049.
- Supporting Information
Publication History
Received: 29 August 2022
Accepted after revision: 20 September 2022
Accepted Manuscript online:
20 September 2022
Article published online:
26 October 2022
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