Synthesis of Cyclopropanes via Organoiron Methodology: Preparation and Rearrangement of Divinylcyclopropanes - Studies Directed toward the Synthesis­ of Hydroazulenes

Authors

Nathaniel J. Wallock, Marquette University
Dennis W. Bennett, University of Wisconsin - Milwaukee
Tasneem Siddiquee, University of Wisconsin - Milwaukee
Daniel T. Haworth, Marquette University
William Donaldson, Marquette UniversityFollow

Document Type

Article

Publication Date

2006

Publisher

Thieme

Source Publication

Synthesis

Source ISSN

0039-7881

Original Item ID

DOI: 10.1055/s-2006-950312

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

Synthesis, Vol. 21 (2006). pp 3639-3646. DOI.

Recommended Citation

Wallock, Nathaniel J.; Bennett, Dennis W.; Siddiquee, Tasneem; Haworth, Daniel T.; and Donaldson, William, "Synthesis of Cyclopropanes via Organoiron Methodology: Preparation and Rearrangement of Divinylcyclopropanes - Studies Directed toward the Synthesis­ of Hydroazulenes" (2006). Chemistry Faculty Research and Publications. 53.
https://epublications.marquette.edu/chem_fac/53