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- Title
Chemoenzymatic Synthesis of the Antifungal Compound (–)‐Pestynol by a Convergent, Sonogashira Construction of the Central Yne‐Diene.
- Authors
Borra, Suresh; Kumar, Manoj; McNulty, James; Baidilov, Daler; Hudlicky, Tomas
- Abstract
A total synthesis of the fungal‐derived natural product pestynol is reported via a convergent chemoenzymatic approach from the readily available precursors geranyl bromide, ethyl acetoacetate, trimethylsilylacetylene, and bromobenzene. Synthetic (–)‐pestynol proved to be identical in all respects to the natural material, allowing confirmation of the structure including absolute stereochemistry. A highly convergent, chemoenzymatic synthesis of the antifungal metabolite pestynol by a Sonogashira coupling of fragments of opposite polarity is described.
- Subjects
FUNGICIDES; STEREOCHEMISTRY; NATURAL products; CHEMICAL synthesis; SONOGASHIRA reaction
- Publication
European Journal of Organic Chemistry, 2019, Vol 2019, Issue 1, p77
- ISSN
1434-193X
- Publication type
Article
- DOI
10.1002/ejoc.201801470