GOLD CATALYSIS
HYDROGEN TRANSFER PROCESSES
The generation of highly electrophilic intermediates in gold(I) or Brønsted-acid catalysis presents an excellent opportunity for the use of hydride nucleophiles in synthesis. We have leveraged this reactivity for the hydrofunctionalization of gold(I)-activated alkynes as well as carrying out diastereoselective intramolecular H-atom transfers on activated substrates. We have also taken advantage of radical intermediates in organic synthesis as these species represent a useful platform to affect hydrogen atom abstractions such as in the diastereoselective anti-Markovnikov hydrofunctionalization of alkenes. In both instances described, it has been shown that benzyl and alkyl ethers may behave as traceless and/or redox-active hydrogen atom donors.