89544-84-3Relevant articles and documents
A Facile Route to gem-Dibromocyclopropane
Barnier, Jean-Pierre,Rousseau, Gerard,Conia, Jean-Marie
, p. 915 - 916 (1983)
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Trispirododecane-4,8,12-trione and Other Oligomers of Carbonylcyclopropane. The Organozinc Route
Hoffmann, H. Martin R.,Eggert, Ulrike,Walenta, Angela,Weineck, Edeltraut,Schomburg, Dietmar,et al.
, p. 6096 - 6100 (2007/10/02)
1-Bromocyclopropanecarboxylic acid (8) and its chloride (9) were prepared from γ-butyrolactone on a 20-100-g scale.Dehalogenation of 9 with zinc-copper couple in acetonitrile gave not only the known dispiro octane-4,8-dione (3) but also the aesthetically pleasing title compound 10 and 6-cyclopropylidene-5-oxaspirohexan-4-one (11) as well as tetracyclic α-alkylidene-γ-butyrolactone 12, i.e., 3-(oxodispirooctan-4-ylidene)tetrahydro-2-furanone. "Zinc carbon enolate" 13a is considered to be an important intermediate en route to 10 in solventacetonitrile.The X-ray crystal structure of 10 shows the molecule to be nearly planar with very short distal cyclopropane carbon-carbon bonds .