Stereochemistry of two new polyfunctionalized gem-dihalocyclopropanes
Abstract
The two new gem-dihalogenocyclopropanes (1′S,3R)-3-(2′,2′-dichloro-1′-methylcyclopropyl)-6-oxoheptanoic acid, C11H16Cl2O3, (2), and (1′S,3R)-3-(2′,2′-dibromo-1′-methylcyclopropyl)-6-oxoheptanoic acid, C11H16Br2O3, (3), are isostructural. Both present two stereogenic centers at C1′ and C3. The absolute configuration was determined by X-ray methods. The cyclopropyl rings are unsymmetrical, the shortest bond being distal with respect to the alkyl-substituted C atom.