A short and efficient synthesis of a novel diarylheptanoid isolated from pleuranthodium racemigerum

Abstract

The first total synthesis of the linear diarylheptanoid 1-(4"-methoxyphenyl)-7-(4′-hydroxyphenyl)-(E)-hept-2-ene, which has a uniquely nonconjugated olefin, was achieved. The synthetic route employed an olefin cross-metathesis as a key step. Beginning with commercially available 3 -(4-hydroxyphenyl)pro-pan-1-ol, the final product was made in three steps with a 52% yield.