Recycling Mitsunobu coupling: a shortcut for troublesome esterifications
Résumé
An unusual recycling Mitsunobu reaction proved to be successful to couple two fragments in the course
of the synthesis of the hydrophobic moiety of rhamnolipid derivatives. Based on the obtained pivotal
intermediate, a one pot ‘cross-metathesis/reduction’ approach gave access to structural variations of the
side chains. Further study of these molecules will contribute to a better understanding of the role of the
lipid moiety in immunostimulatory and plant defense eliciting properties.