Retrosynthetic Analysis of  Lamellarin Skeleton 1

March 04, 2024

• Title:       

  Retrosynthetic Analysis of  Lamellarin Skeleton 1

• Image Source:

  Utility of polymer-supported reagents in the total synthesis of lamellarins

• Mark:

  Scheme 1

• Associated context:

  Recently, our research group has reported some developments of their synthesis either via  (1) lithium-bromine exchange/intramolecular lactonization of the 2-bromopyrrole carbonate intermediate derived from the condensation of benzyldihydroisoquinoline 2 with phenacyl bromide carbonate 3 (pathway A in Scheme 1) or (2) Michael addition/ring closure (Mi-RC) reaction between 2 and the R-nitrocinnamate derivative 4 (pathway B) as the key step. The basic units for both approaches are the simple and easily prepared benzadehyde derivatives (5-7) and acetophenone 8.