Synthesis of 7-, 8- and 9-membered rings via endo Heck cyclisations of amino acid derived substrates
Abstract
Aryl iodides tethered to dehydroalanine units by two to four methylene groups undergo intramolecular Heck reactions under anhydrous Jeffery conditions to give 7-, 8- and 9-membered rings by the endo-mode of cyclisation; under harsher conditions, a palladium intermediate formed by the exo-mode of cyclisation is expressed as reduced products.