85081-70-5Relevant academic research and scientific papers
CYCLIC α,β-EPOXYSILANES ACID-CATALYSED REACTIONS OF 1-TRIMETHYLSILYLCYCLOOCTENE OXIDE
Nagendrappa, Gopalpur
, p. 2429 - 2434 (2007/10/02)
The acid-catalysed reactions of medium ring α,β-epoxysilane 1 are described.The epoxide 1 gives exclusively the bicyclic alcohol 2 with boron trifluoride etherate.With aqueous sulphuric acid the products are due to both transannular ring closure, 2, and transannular hydride migration, 3 and 4. trans-Cyclooctene derivatives 3 and 4 are formed by the trans-elimination of trimethylsilanol from the likely intermediate β-hydroxysilanes 10 and 11.The results with methanolic sulphuric acid are similar.It is also noticed that the hydride migration is facilitated by the nucleophilic strength of the medium.
