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Synthesis 2022; 54(09): 2225-2232
DOI: 10.1055/s-0041-1737805
DOI: 10.1055/s-0041-1737805
paper
First Total Syntheses of (±)-Callyspongidic Acids and 2-epi-(±)-Callyspongidic Acids
This work was supported by the Science and Engineering Research Board, SERB (DST) (file no YSS/2015/000660).
Abstract
The first total syntheses of (±)-callyspongidic acids and 2-epi-(±)-callyspongidic acids were achieved in high overall yield from epoxy ester derived from commercially available l-(+)-tartaric acid. The key features of these syntheses are the stereoselective opening of epoxide with organocuprates and the chemoselective addition of Grignard reagent to ketone in the presence of ester. The synthetic route reported here is operationally simple, very short and amenable for the synthesis of several analogues of this class.
Supporting Information
- Supporting information for this article is available online at https://doi.org/10.1055/s-0041-1737805.
- Supporting Information
Publikationsverlauf
Eingereicht: 15. November 2021
Angenommen nach Revision: 13. Dezember 2021
Artikel online veröffentlicht:
01. Februar 2022
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