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DOI: 10.1055/s-0040-1707325
Total Synthesis of Surinamensinols A and B
The authors would like to thank the University of Nizwa for the generous support of this project.
Abstract
An efficient total synthesis of the naturally occurring anti-inflammatory and antitumour 8-O-4′-neolignans, surinamensinols A and B, has been accomplished from commercially available allyl alcohol and (S)-ethyl lactate. The synthetic sequence involves a palladium-catalysed Suzuki–Miyaura cross-coupling reaction followed by a chiral Mitsunobu reaction as the key steps. This is the first report of the simultaneous stereoselective total synthesis of surinamensinols A and B through a single approach involving only six steps.
Keywords
Surinamensinol A B - anti-inflammatory and antitumour neolignans - stereoselective total synthesis - Suzuki–Miyaura cross coupling - Mitsunobu reactionSupporting Information
- Supporting information for this article is available online at https://doi.org/10.1055/s-0040-1707325.
- Supporting Information
Publication History
Received: 08 September 2020
Accepted after revision: 24 September 2020
Article published online:
15 October 2020
© 2020. This is an open access article published by Thieme under the terms of the Creative Commons Attribution-NonDerivative-NonCommercial-License, permitting copying and reproduction so long as the original work is given appropriate credit. Contents may not be used for commercial purposes or adapted, remixed, transformed or built upon. (https://creativecommons.org/licenses/by-nc-nd/4.0/)
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