Total synthesis of the nonadjacently linked bis-tetrahydrofuran acetogenin bullatanocin (squamostatin C)
- PMID: 15104456
- DOI: 10.1021/jo049955g
Total synthesis of the nonadjacently linked bis-tetrahydrofuran acetogenin bullatanocin (squamostatin C)
Abstract
The total synthesis of the nonadjacently linked bis-THF acetogenin bullatanocin (squamostatin C) is described. The synthetic strategy is a modular one based on three components, two mono-THF alkenes and a butenolide precursor, and the olefin cross-metathesis and Wittig olefination as the segment-coupling reactions. The synthesis confirms the structure of the natural product, and its convergent design makes it especially attractive for analogue synthesis.
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