Chemistry

Programming language

Butane

Bicyclic molecule

Scope (computer science)

Organic chemistry

Catalysis

Alkene

Cycloaddition

Computer science

Combinatorial chemistry

Stereochemistry

Medicinal chemistry

Journal of the American Chemical Society

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.

Strain-Release [2π + 2σ] Cycloadditions for the Synthesis of Bicyclo[2.1.1]hexanes Initiated by Energy Transfer