Structure of cruentaren A (1) and key disconnections

March 11, 2024

• Title:       

  Structure of cruentaren A (1) and key disconnections

• Image Source:

  Synthesis of the core structure of cruentaren A

• Mark:

  Figure 1

• Associated context:

  Because of its novel structure and interesting mode of action, we initiated a program aimed at the synthesis of cruentaren A and analogues thereof. The synthetic scheme must address the formation of the stereotetrad that extends into the side chain.In addition, connection of the aryl part with the aliphatic sector poses a certain challenge. Most importantly, the propensity of cruentaren A to rearrange to a less active six-membered lactone (cruentaren B) under acidic or basic conditions has to be considered. A retrosynthetic analysis is shown in Figure 1.