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Synthesis of (-)-cis-Clavicipitic Acid
J.-M. Ku, B.-S. Jeong, S.-s. Jew*, H.-g. Park*
Seoul National University and Yeungnam University, Gyeongsan, Korea
23 January 2008 (online)
Isolated from SD58 and Claviceps fusiformis, Clavicipitic acid has a tricyclic azepinoindole skeleton. The key steps in this short and efficient synthesis (10 steps, 20% overall yield) involved an enantioselective phase-transfer-catalyzed alkylation (A→D) and a Pd(II)-catalyzed aminocyclization (G→H).