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

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.

Key words

organometallic reagents - iron - rearrangements

References

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16

The crystallographic data for 5a has been deposited with the Cambridge Crystallographic Data Center; CCDC No. 237614. Copies of the data can be obtained free of charge on application to CCDC, 12 Union Road, Cambridge CB2 1EZ, UK [fax [phone]; email: [e-mail]].