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Synthesis of ()-Frondosin B
X. Li, T. V. Ovaska*
Connecticut College, New London, USA
23 January 2008 (online)
Frondosin B exhibits anti-HIV, anti-inflammatory, and anti-tumor activity. The authors utilize a microwave-induced 5-exo-dig cyclization (A→B) followed by in situ Claisen rearrangement (B→C) to produce the seven-membered ring. This short synthesis of frondosin B was accomplished in 38% overall yield (7 steps).