Catalytic Arylboration of Spirocyclic Cyclobutenes: Rapid Access to Highly Substituted Spiro[3.n]alkanes
Amit Kumar Simlandy, Mao‐Yun Lyu, M. Kevin Brown
Abstract
A method to achieve the synthesis of highly substituted spirocyclic cyclobutanes is disclosed. The reaction involves the catalytic arylboration of cyclobutenes. Depending on the substitution pattern of the cyclobutene, either a Cu/Pd- or a Ni-catalyzed reaction was utilized. In the case of the Cu/Pd catalyzed reactions, the identification of a Cu-complex for arylboration was crucial to observe high selectivity. The synthetic utility of the products is demonstrated, and the mechanistic details are discussed.
Topics & Concepts
CyclobutanesCyclobuteneCatalysisSelectivityChemistryCombinatorial chemistryPhotochemistryCycloadditionOrganic chemistryRing (chemistry)Organoboron and organosilicon chemistryCatalytic Cross-Coupling ReactionsAsymmetric Synthesis and Catalysis