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Chemistry of gem-Dihalocyclopropanes. XX. The Effect of Methyl and Phenyl Substituents on the Vinylcyclopropylidene--Cyclopentenylidene Rearrangement.

DOIFull Paper Access

12

Citations

0

References

1984

Year

Kjetil H. Holm, Lars Skattebøl, Tyge Greibrokk, Torbjörn Norin, Lars Mörch
Acta chemica Scandinavica/Acta chemica Scandinavica. B, Organic chemistry and biochemistry/Acta chemica Scandinavica. A, Physical and inorganic chemistry/Acta chemica Scandinavica. Series B. Organic chemistry and biochemistry/Acta chemica Scandinavica. Series A, Physical and inorganic chemistry

Abstract

On etudie la reaction d'une serie de dibromo-1,1 alcenyl-2 cyclopropanes avec le methyllithium. Dans la plupart des cas on obtient des cyclopentadienes et/ou des vinylallenes. On observe un effet de substituant important sur le rearrangement carbene-carbene conduisant au cyclopentadiene, d'origine essentiellement sterique