Strain-Release [2π + 2σ] Cycloadditions for the Synthesis of Bicyclo[2.1.1]hexanes Initiated by Energy Transfer
Renyu Guo, Yu‐Che Chang, Loïc Herter, Christophe Salomé, Sarah E. Braley, Thomas C. Fessard, M. Kevin Brown
Abstract
Saturated bicycles are becoming ever more important in the design and development of new pharmaceuticals. Here a new strategy for the synthesis of bicyclo[2.1.1]hexanes is described. These bicycles are significant because they have defined exit vectors, yet many substitution patterns are underexplored as building blocks. The process involves sensitization of a bicyclo[1.1.0]butane followed by cycloaddition with an alkene. The scope and mechanistic details of the method are discussed.
Topics & Concepts
Bicyclic moleculeChemistryCycloadditionAlkeneButaneScope (computer science)StereochemistryCombinatorial chemistryMedicinal chemistryOrganic chemistryCatalysisComputer scienceProgramming languageRadical Photochemical ReactionsOxidative Organic Chemistry ReactionsCatalytic C–H Functionalization Methods