16335-43-6Relevant articles and documents
Crandall et al.
, p. 2911 (1972)
Another Role of Copper in the SimmonsSmith Reaction: Copper-catalyzed Nucleophilic Michael-type Cyclopropanation of a,β-Unsaturated Ketones
Fujii, Kanami,Misaki, Tomonori,Sugimura, Takashi
, p. 634 - 636 (2014/05/20)
Cyclopropanation was performed using the Furukawa procedure with CH2I2/Et2Zn and a,β-unsaturated ketones. The reaction was performed in the presence of a copper salt. The reactivity was highly dependent on the substrate structure, and cyclopropanated products were obtained in better yields than those achieved using the original SimmonsSmith conditions with a ZnCu couple in some cases. Stereospecificity was observed in a certain case; however, the synthesis of an asymmetric version with a chiral ligand was not successful.
Photochemical ring opening of cyclopropyl ketones induced by electron transfer
Cossy, Janine,Furet, Nathalie
, p. 8107 - 8110 (2007/10/02)
Irradiation of substituted bicyclo[n.1.0]alkan-2-ones at 254 nm in the presence of triethylamine and lithium perchlorate (LiClO4) can lead to cyclopropane ring opening with cleavage of the C(1)-C(n +2) (ring enlargement) or C(1)-C(n+3) bonds.
