Selenium-Based Solid-Phase Synthesis of Benzopyrans I: Applications to Combinatorial Synthesis of Natural Products

A practical new strategy for solid-phase chemistry and combinatorial synthesis has been developed. A collection of resin-bound 2,2-dimethylbenzopyran scaffolds have been constructed employing a novel selenium-based simultaneous cyclization and loading (“cycloloading”) approach (see scheme). Selected scaffolds have been further elaborated to provide small combinatorial libraries of various natural products and designed molecules.