The work in the Read de Alaniz Lab has focused on carbon-nitrogen bond formation through electrophilic-nitroso containing compounds. This is the opposite of most carbon-nitrogen bond forming strategies, which allows for the use of untraditional and mild conditions. We are currently designing a general method towards the synthesis of amino-alcohols, a common scaffold in protease inhibitors. This project uses copper (I) to reduce two carbon-bromine bonds, generating two carbon-centered radicals which subsequently couple with an aryl nitroso. We are currently investigating the use of catalytic amounts of copper (I) with various coreductants in this synthesis. Future efforts will explore the use of light or electricity to regenerate copper (I).
Advisor: Javier Read de Alaniz