30463-06-0Relevant academic research and scientific papers
Synthesis of Functionalized 1-Silyl-substituted Dienes by Regioselective Cyclopropanation of 1-Silyl-substituted Butadienes with Dibromocarbene Followed by AgI-Promoted Ring-opening of the resulting Dibromocyclopropanes
Weng, Wu-Wang,Luh, Tien-Yau
, p. 2687 - 2692 (2007/10/02)
The reaction of 1-trimethylsilyl-substituted butadienes with dibromocarbene, generated from CHBr3 and KOH under phase-transfer conditions gave, regioselectively, the corresponding cyclopropane adduct.The ring formation occurs at the double bond away from
Chemistry of gem-Dihalocyclopropanes. XX. The Effect of Methyl and Phenyl Substituents on the Vinylcyclopropylidene-Cyclopentenylidene Rearrangement
Holm, Kjetil H.,Skatteboel, Lars
, p. 783 - 794 (2007/10/02)
Reactions of gem-dibromocyclopropanes of the general structure 1 with methyllithium have been studied.In the most cases cyclopentadienes and/or vinylallenes are the products formed.The results obtained give evidence of a profound substituent effect on the carbene-carbene rearrangement leading to cyclopentadienes.We believe the effect is essentially steric in origin.The results support the mechanism proposed for the rearrangement.
