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- Title
Total Enantioselective Synthesis of the Endophytic Fungal Polyketide Phomolide H and Its Structural Revision.
- Authors
McNulty, James; McLeod, David
- Abstract
A total synthesis of the proposed structure of the natural polyketide-macrolactone phomolide H 2 has been achieved following a bidirectional strategy from L-tartaric acid. The originally assigned structure of phomolide H displayed discordant NMR spectroscopic data in comparison with synthetic 2. The synthetic strategy was extended to prepare diastereomers and epimeric methyl-ethers of the natural product, structural analysis of which revealed a match of the natural product with diastereomer 27. The structural revision of phomolide H from 2 to the methanol solvate of compound 27 is presented.
- Subjects
POLYKETIDES; ASYMMETRIC synthesis; NUCLEAR magnetic resonance spectroscopy; DIASTEREOISOMERS; METHANOL
- Publication
European Journal of Organic Chemistry, 2017, Vol 2017, Issue 1, p29
- ISSN
1434-193X
- Publication type
Article
- DOI
10.1002/ejoc.201601172