Physical Sciences and Mathematics Commons^™

A Concise Synthesis Of Β-Sitosterol And Other Phytosterols, Jiliang Hang, Patrick Dussault

Patrick Dussault Publications

A convenient synthesis of sidechain-modified phytosterols is achieved via a temporary masking of the stigmasterol 5,6-alkene as an epoxide. Following performance of the desired modification, the alkene is regenerated through a mild deoxygenation. The approach is applied to the syntheses of β-sitosterol and campesterol acetate, and suggests a facile route to the (Z)-isomers of Δ^22–23 phytosterols.

Includes Supplementary Data.