The first synthesis of (?)-isoambreinolide, (+)-vitexifolin D and (+)-vitedoin B?

Organic & Biomolecular Chemistry Pub Date: 2013-11-19 DOI: 10.1039/C3OB42122H

Abstract

A very efficient method for synthesizing spirolactones is reported. Treatment of δ,ε-unsaturated carboxylic acids with iodine and triphenylphosphine under mild conditions leads to the corresponding spiro γ-lactones in high yield and with complete stereoselectivity. Utilizing this, the first synthesis of the terpene spirolactones (?)-isoambreinolide, (+)-vitexifolin D and (+)-vitedoin B has been achieved.

Graphical abstract: The first synthesis of (?)-isoambreinolide, (+)-vitexifolin D and (+)-vitedoin B
Recommended Literature