A straightforward total synthesis approach to the structurally unique ergot derailment products, the clavicipitic acids 1 and 2, is described. The synthetic strategy is based on the formation of the seven-membered nitrogen-containing ring of 1 and 2through an intramolecular azide cycloaddition process. The cycloaddition strategy, which produces solely the imine product 24, does in some sense mimic the proposed biosynthetic pathway to these acids.
ASJC Scopus subject areas
- Organic Chemistry