An Alternate Synthesis of the Capsaicinoids

Biosci Biotechnol Biochem. 1992 Jan;56(6):946-8. doi: 10.1271/bbb.56.946.

Abstract

Five capsaicinoids, the pungent ingredients of hot peppers, have been efficiently synthesized by a method involving the Wittig reaction between isobutyl triphenylphosphorane and the appropriate lactols (3), followed by the nitrous acid-induced isomerization of the resultant (Z)-olefins (4) to (E)-olefins (5).