Synthetic strategies overcome Bredt’s rule, unlocking complex bridgehead alkenes

Four chemical stuctures of Olefins which include a carbon ring

Source: © Craig Williams/University of Queensland

Two research groups propose new synthetic strategies for making ‘impossible’ molecules, defying a 100-year-old bonding rule

Two new approaches enable the synthesis of bridgehead olefins, overcoming long-standing barriers posed by Bredt’s rule, which states that such alkenes are inaccessible due to structural constraints in small-ring systems. The studies highlight how the geometric distortion of these complex olefins can provide access to structurally elusive drug candidates.