SYSTEM FOR CONTROLLING THE REACTIVITY OF BORONIC ACIDS

摘要

A protected organoboronic acid includes a boron having an sp3 hybridization, a conformationally rigid protecting group bonded to the boron, and an organic group bonded to the boron through a boron-carbon bond. A method of performing a chemical reaction includes contacting a protected organoboronic acid with a reagent, the protected organoboronic acid including a boron having an sp3 hybridization, a conformationally rigid protecting group bonded to the boron, and an organic group bonded to the boron through a boron- carbon bond. The organic group is chemically transformed, and the boron is not chemically transformed. The compounds are preferably boronic acids protected with trivalent N-methyliminodiacetic acid ligands. The compounds can be used, for example, as reagents in Suzuki-Miyaura coupling reactions.