Physical Sciences and Mathematics Commons^™

Reactivity Of (3-Methylpentadienyl)Iron(1+) Cation: Late-Stage Introduction Of A (3-Methyl-2z,4-Pentadien-1-Yl) Side Chain, Subhabrata Chaudhury, Shukun Li, William A. Donaldson

Chemistry Faculty Research and Publications

The 3-methyl-2Z,4-pentadien-1-yl sidechain is found in various sesquiterpenes and diterpenes. A route for the late stage introduction of this functionality was developed which relies on nucleophilic attack on the (3-methylpentadienyl)iron(1+) cation, followed by oxidative decomplexation. This methodology was applied to the synthesis of the proposed structure of heteroscyphic acid A methyl ester. Realization of this synthesis led to a correction of the proposed structure.