61580-72-1Relevant academic research and scientific papers
Comparison Between the Epoxide Ring-opening of 1-Trimethylsilylcyclohexene Oxide and Some Electrophilic Additions to 1-Trimethylsilylcyclohexene
Berti, Giancarlo,Canedoli, Sergio,Crotti, Paolo,Macchia, Franco
, p. 1183 - 1188 (2007/10/02)
The reactions of 1,2-epoxy-1-trimethylsilylcyclohexane (1) with several nucleophilic reagents under acidic conditions have been studied and the ring-opened products identified.In all cases ring-opening occurs in a trans fashion with attack by the nucleoph
Some Epoxide Ring-opening Reactions of αβ-Epoxysilanes
Davis, Anthony P.,Hughes, Gwyneth J.,Lowndes, Peter R.,Robbins, Catherine M.,Thomas, Elizabeth J.,Whitham, Gordon H.
, p. 1934 - 1941 (2007/10/02)
Epoxide ring-opening of 1,2-epoxy-1-trimethylsilylcyclohexane (3) has given a range of the 2-substituted 2-trimethylsilylcyclohexanols (4; X = H, OH, OMe, OCH2CH=CH2, Br, I, SCN) in which attack by nucleophile has occured at the carbon α to silicon.The products (4) have been transformed into a number of functionalised silanes, including the silyl-episulphide (9).Other epoxides which have been less extensively studied are the conformationally biased epoxysilanes (10) and (11), the eight-membered ring epoxysilanes (17) and (21) and the two stereoisomeric 2,3-epoxy-3-trimethylsilylpentanes (26) and (29).Epoxide ring-opening adducts were obtained after treatment with H+-MeOH in all cases except for compound (17), where the bicyclic alcohol (18) was formed by a transannular reaction.
