Open AccessSynthesis of Cyclopropanes via Organoiron Methodology: Preparation and Rearrangement of Divinylcyclopropanes
Author(s) -
Nathaniel J. Wallock,
William A. Donaldson
Publication year - 2005
Publication title -
organic letters
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 1.94
H-Index - 239
eISSN - 1523-7060
pISSN - 1523-7052
DOI - 10.1021/ol050637t
Subject(s) - chemistry , reagent , reductive elimination , combinatorial chemistry , rearrangement reaction , grignard reagent , medicinal chemistry , organic chemistry , catalysis
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.
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