Enantioselective Total Synthesis of (–)-Ambiguine

@inproceedings{Carreira2019EnantioselectiveTS,
  title={Enantioselective Total Synthesis of (–)-Ambiguine},
  author={Erick M Carreira and Moritz H{\"o}nig},
  year={2019}
}
Significance: Isolated from the cultured cyanobacterium Fischerella ambigua in 2010, ambiguine P belongs to the hapalindole alkaloid family. The pentacyclic natural product contains a seven-membered ring and an embedded indole, which pose significant synthetic challenges. The authors report an enantioselective total synthesis of the target employing a stepwise [4+3]-cycloaddition strategy. Comment: Ketone B, accessible from limonene (A), was transformed into enol ether D in four steps. A net [4… CONTINUE READING