96914-71-5Relevant academic research and scientific papers
An improved gem-dimethylcyclopropanation procedure using triisopropyl-sulfoxonium tetrafluoroborate
Edwards, Michael G.,Paxton, Richard J.,Pugh, David S.,Taylor, Richard J. K.
, p. 521 - 524 (2008)
A new procedure for the cyclopropanation of α,β-unsaturated carbonyl compounds and related systems is described which employs triisopropylsulfoxonium tetrafluoroborate and sodium hydride in dimethylformamide. Using this reagent, a range of α,β-unsaturated ketones (and an ester and a vinyl nitro example) has been converted into the corresponding gem-dimethylcyclopropyl carbonyl compounds; in addition, a preliminary result is described in which an activated alcohol is converted directly into a gem-dimethylcyclopropyl ketone by a one-pot tandem oxidation-cyclopropanation sequence, albeit in low yield. Georg Thieme Verlag Stuttgart.
gem-Dimethylcyclopropanation using triisopropylsulfoxonium tetrafluoroborate: Scope and limitations
Edwards, Michael G.,Paxton, Richard J.,Pugh, David S.,Whitwood, Adrian C.,Taylor, Richard J. K.
experimental part, p. 3279 - 3288 (2009/05/11)
A new nucleophilic isopropyl transfer reagent, triisopropylsulfoxonium tetrafluoroborate, has been prepared and evaluated. Thus, using this reagent and NaH in DMF, a range of electron deficient alkenes, including several chalcone analogues, α,β-unsaturated ketones, dienones and quinones, plus α,β-unsaturated esters, nitrile, sulfone and nitro examples, have been converted into the corresponding gem-dimethylcyclopropane compounds.
Nitro Compounds as Nucleophilic Alkylidene Transfer Reagents
Ono, Noboru,Yanai, Tetsuya,Hamamoto, Isami,Kamimura, Akio,Kaji, Aritsune
, p. 2806 - 2807 (2007/10/02)
Nitro compounds can be used as useful and general nucleophilic alkylidene transfer reagents for the preparation of various cyclopropanes.
