ArticleMolecules (Basel, Switzerland)2023
Total Syntheses of Colletopeptide A and Colletotrichamide A.
Article in Molecules (Basel, Switzerland), 2023. The graph could read no effect estimate from its abstract, so it casts no vote on the map. Cited by 3 papers.
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3 citing papers in PubMed.
- Keck asymmetric allylation in natural product synthesis: applications and developments (2018-2026).RSC advances · 2026Review
- Total Syntheses and Stereochemical Assignment of Acremolides A and B.Molecules (Basel, Switzerland) · 2024Article
- Yamaguchi esterification: a key step toward the synthesis of natural products and their analogs-a review.Frontiers in chemistry · 2024Review
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5 authors.
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Abstract
The first total syntheses of cyclic depsipeptides colletopeptide A and colletotrichamide A, have been accomplished. The key advanced intermediate, a cyclic tridepsipeptide derivative, was constructed using a sequence of transformations that features asymmetric Brown crotylation, cross metathesis, Yamaguchi esterification, ozonolysis, and macrolactamization. A late-stage incorporation of the mannose fragment completed the synthesis of colletotrichamide A, and the desilylation of the common intermediate gave rise to colletopeptide A, which led to unambiguous confirmation of the absolute stereochemistry of the aforementioned natural products.
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