1202238-30-9Relevant articles and documents
An α-Cyclopropanation of Carbonyl Derivatives by Oxidative Umpolung
Bauer, Adriano,Di Mauro, Giovanni,Li, Jing,Maulide, Nuno
supporting information, p. 18208 - 18212 (2020/08/21)
The reactivity of iodine(III) reagents towards nucleophiles is often associated with umpolung and cationic mechanisms. Herein, we report a general process converting a range of ketone derivatives into α-cyclopropanated ketones by oxidative umpolung. Mechanistic investigation and careful characterization of side products revealed that the reaction follows an unexpected pathway and suggests the intermediacy of non-classical carbocations.
Nucleophilic cyclopropanation reaction with bis(iodozincio)methane by 1,4-addition to α,β-unsaturated carbonyl compounds
Nomura, Kenichi,Hirayama, Takaharu,Matsubara, Seijiro
experimental part, p. 1298 - 1303 (2010/04/28)
Treatment of α,β-unsaturated ketones with an electrophilic site at the γ-position in the presence of trimethyl-silyl cyanide with bis(iodozincio)me-thane afforded the (Z)-silyl enol ether of the β-cyclopropyl substituted ketone in good yields. The reactio