Total Synthesis of the Nonadjacently Linked Bis-tetrahydrofuran Acetogenin Bullatanocin (Squamostatin C)
- 1 April 2004
- journal article
- Published by American Chemical Society (ACS) in The Journal of Organic Chemistry
- Vol. 69 (9) , 3154-3157
- https://doi.org/10.1021/jo049955g
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.Keywords
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