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Synlett 2022; 33(03): 273-276
DOI: 10.1055/a-1707-6593
DOI: 10.1055/a-1707-6593
letter
Concise Synthesis of the Terpene Core Structure of Suaveolindole through a Time-Economic Route
This work was supported in part by the Japan Society for the Promotion of Science (JSPS KAKENHI Grant C, JP18K05460).
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Abstract
The terpene core structure of suaveolindoles was synthesized through a concise route in a time-economical manner. A scalable synthetic route from pulegone delivered the desired α,β,γ,δ-unsaturated ester in a brief period. By way of Eschenmoser–Claisen rearrangement, carbon side-chain moiety at the crowded double-allylic position was introduced stereoselectively.
Key words
terpene - time-economy synthesis - natural product synthesis - Claisen rearrangement - DFT calculationSupporting Information
- Supporting information for this article is available online at https://doi.org/10.1055/a-1707-6593.
- Supporting Information
Publikationsverlauf
Eingereicht: 10. November 2021
Angenommen nach Revision: 26. November 2021
Accepted Manuscript online:
26. November 2021
Artikel online veröffentlicht:
17. Dezember 2021
© 2021. Thieme. All rights reserved
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For review on the isolation and synthesis of the indolosesquiterpenes, see: