Synthesis of Cyclopropanes via Organoiron Methodology: Preparation and Rearrangement of Divinylcyclopropanes

Authors

Nathaniel J. Wallock, Marquette UniversityFollow
William A. Donaldson, Marquette UniversityFollow

Document Type

Article

Language

eng

Publication Date

4-2005

Publisher

American Chemical Society

Source Publication

Organic Letters

Source ISSN

1523-7060

Abstract

Addition of alkenyl Grignard reagents to (1-methoxycarbonylpentadienyl)iron(1+) cation generates the corresponding (2-alkenylpent-3-en-1,5-diyl)iron complexes. Oxidatively induced-reductive elimination of these complexes gives divinylcyclopropanes which can undergo subsequent Cope rearrangement to give 1,4-cycloheptadienes.

Comments

Accepted version. Organic Letters, Volume 7, No. 10 (2005): 2047-2049. DOI. © 2005 American Chemical Society. Used with permission.

Recommended Citation

Wallock, Nathaniel J. and Donaldson, William A., "Synthesis of Cyclopropanes via Organoiron Methodology: Preparation and Rearrangement of Divinylcyclopropanes" (2005). Chemistry Faculty Research and Publications. 78.
https://epublications.marquette.edu/chem_fac/78