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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).
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: