Reactivity of (3-Methylpentadienyl)iron(1+) Cation: Late-stage Introduction of a (3-Methyl-2Z,4-pentadien-1-yl) Side Chain

Authors

Subhabrata Chaudhury, Marquette University
Shukun Li, Marquette University
William A. Donaldson, Marquette UniversityFollow

Document Type

Article

Language

eng

Format of Original

8 p.

Publication Date

2016

Publisher

Mediterranean Journal of Chemistry

Source Publication

Mediterranean Journal of Chemistry

Source ISSN

2028-3997

Original Item ID

DOI: 10.13171/mjc55/01606031117/donaldson

Abstract

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.

Comments

Published version, Mediterranean Journal of Chemistry, Vol. 5, No. 5 (2016): 540-547. DOI. © 2016 Mediterranean Journal of Chemistry. Used with permission.

Recommended Citation

Chaudhury, Subhabrata; Li, Shukun; and Donaldson, William A., "Reactivity of (3-Methylpentadienyl)iron(1+) Cation: Late-stage Introduction of a (3-Methyl-2Z,4-pentadien-1-yl) Side Chain" (2016). Chemistry Faculty Research and Publications. 536.
https://epublications.marquette.edu/chem_fac/536