53156-01-7Relevant academic research and scientific papers
Palladium-catalyzed cyclization of 1,ω-dienols: Multiple ways to intramolecularly trap a carbocation
Korotchenko, Vasily N.,Gagne, Michel R.
, p. 4877 - 4881 (2007)
(Chemical Equation Presented) The tandem catalytic cyclization- rearrangement of 1,ω-dien-3-ols by palladium(II) produces different types of products, depending on the structure of starting material. The pinacol rearrangement, benzannulation, and oxy-Cope rearrangement are major pathways of transforming the putative σ-alkylpalladium carbocation. Turnover of the cyclization is achieved by β-hydride elimination and reoxidation of palladium with benzoquinone. The overall course of the reaction is very sensitive to small changes in the substrate structure.
