STEREOSELECTIVE SYNTHESIS OF A CISOID C10 ISOPRENOID BUILDING BLOCK AND SOME ALL-CIS-POLYPRENOLS

Article abstract of DOI:10.1246/cl.1983.725

As the key compound for the construction of cisoid terpenoids, (2Z,6Z)-8-benzyloxy-1-chloro-2,6-dimethylocta-2,6-diene was sinthesized stereoselectively via the Wittig reaction starting from nerol.The ten-carbon building block was coupled with prenyl or neryl p-tolyl sulfone to afford, after reductive desulfonylation, (Z,Z)-farnesol and (Z,Z,Z)-nerylnerol, respectively.