Preparation and applications of a novel bis(tributylstannyl)cyclopropane: a synthetic equivalent of a cyclopropane-1,2-dianion

Transition Metal Chemistry of Cyclopropenes and Cyclopropanes

“…Employment of an equimolar amount of phenyl iodide led to an inseparable mixture of mono-and bis-substituted products 704 and 705; however, reaction with 4 equiv of the electrophilic component afforded transdiphenylcyclopropane 705 as the sole product in 55% yield (Scheme 230). 315…”

Highly Diastereo- and Regioselective Transition Metal-Catalyzed Additions of Metal Hydrides and Bimetallic Species to Cyclopropenes: Easy Access to Multisubstituted Cyclopropanes

“…In contrast to cyclopropyllithium and -magnesium reagents, tin, boron, and silicon analogues are much more stable, functional group tolerant, yet still reactive and thus more convenient synthons. They readily undergo a number of stereoselective transformations, involving exchange of the metal moiety with a broad range of functional groups, with or without ring expansions, and are also used for installation of a three-membered carbocyclic unit into more advanced scaffolds via different cross-coupling protocols …”

Arylcyclopropanes: Properties, Synthesis and Use in Medicinal Chemistry

“…118 While the use of equimolar amount of iodobenzene did not solve this issue, the bis-phenylcyclopropane 67a could be obtained as the sole product by using an excess of the aryl iodide.…”