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Synthesis 2019; 51(02): 552-556
DOI: 10.1055/s-0037-1610909
DOI: 10.1055/s-0037-1610909
paper
Total Synthesis of the Natural Pyridocoumarins Goniothaline A and B
This work was supported by the National Research Foundation of Korea (NRF) grant funded by the Ministry of Science, ICT & Future Planning (NRF-2017R1C1B1001826).Further Information
Publication History
Received: 30 July 2018
Accepted after revision: 23 August 2018
Publication Date:
17 September 2018 (online)
Abstract
In this paper, we report the first total synthesis of goniothaline A and B, which are rare natural pyridocoumarins isolated from Goniothalamus australis. The key feature of the synthesis of goniothaline A is high-yielding silver-catalyzed cycloisomerization to afford the pyridine moiety. In addition, goniothaline B, a natural 8-hydroxyquinoline derivative, is readily synthesized by the regioselective demethylation of goniothaline A.
Key words
total synthesis - goniothaline - Perkin reaction - silver-catalyzed cycloisomerization - selective demethylationSupporting Information
- Supporting information for this article is available online at https://doi.org/10.1055/s-0037-1610909.
- Supporting Information
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