In a paper appearing today online in Angewandte Chemie International Edition, we show the unique selectivity of Cu(CAAC) (CAAC = cyclic(alkyl)(amino)carbene) catalyst in mediating boryl and silyl additions to terminal alkynes. Through careful ligand optimization, we show how high Markovnikov selectivity can be maintained across different alkyne substrates and boryl/silyl coupling partners. This collaborative project brought together chemists from three different institutions in America’s Finest City: the Grotjahn lab at San Diego State University, the Bertrand lab at UC San Diego, and the Engle Lab at Scripps Research. Well done to the entire project team!
For a link to the paper, click here: https://onlinelibrary.wiley.com/doi/10.1002/anie.202106107
The work first appeared in ChemRxiv back in April. Check out the pre-print here: https://chemrxiv.org/engage/chemrxiv/article-details/60c75776f96a0044cb288c84