Carbonylative C-C Bond Activation of Aminocyclopropanes Using a Temporary Directing Group Strategy.
Gang-Wei WangOlga O SokolovaTom A YoungEktor M S ChristodoulouCraig P ButtsJohn F BowerPublished in: Journal of the American Chemical Society (2020)
Temporary directing groups (TDGs) underpin a range of C-C bond activation methodologies; however, the use of TDGs for the regiocontrolled activation of cyclopropane C-C bonds is underdeveloped. In this report, we show how an unusual ring contraction process can be harnessed for TDG-based carbonylative C-C bond activations of cyclopropanes. The method involves the transient installation of an isocyanate-derived TDG, rather than relying on carbonyl condensation events as used in previous TDG-enabled C-C bond activations.