109790-06-9Relevant articles and documents
Rearrangements of Organosilicon Compounds Using Organoaluminum Reagents. Conversion of Phenyl- and Alkenyl(chloromethyl)silanes to Benzyl- and Allylsilanes
Hudrlik, Paul F.,Abdallah, Yousef M.,Kulkarni, Ashok K.,Hudrlik, Anne M.
, p. 6552 - 6556 (1992)
Various (chloromethyl)silanes undergo Wagner-Meerwein-type rearrangements using a catalytic amount of EtAlCl2 in dichloromethane.The resulting chlorosilanes have been converted to alkyl(or aryl)silanes with RMgX and/or to fluorosilanes with NH4HF2.In this way phenyl-, alkenyl-, and allyl(chloromethyl)silanes were converted to benzyl-, allyl-, and homoallylsilanes, respectively.Attempted rearrangements of methyl-, alkynyl-, and furyl(chloromethyl)silanes under these conditions were not successful.
Copper-Catalyzed Si-B Bond Activation in the Nucleophilic Substitution of Primary Aliphatic Triflates
Scharfbier, Jonas,Oestreich, Martin
, p. 1274 - 1276 (2016)
A method for the nucleophilic displacement of the triflate leaving group attached to terminally functionalized alkyl groups with nucleophilic silicon is reported. Copper catalysis is used to release the silicon nucleophile from Suginome's Si-B reagent. Th
Synthesis and reactions of donor cyclopropanes: efficient routes to cis- and trans-tetrahydrofurans
Dunn, Jonathan,Dobbs, Adrian P.
, p. 7386 - 7414 (2015/08/24)
Abstract A detailed study on the synthesis and reactions of silylmethylcyclopropanes is reported. In their simplest form, these donor-only cyclopropanes undergo Lewis acid promoted reaction to give either cis- or trans-tetrahydrofurans, with the selectivity being reaction condition-dependant. The adducts themselves are demonstrated to be an important scaffold for structural diversification. The combination of a silyl-donor group in a donor-acceptor cyclopropane with novel acceptor groups is also discussed.