Asymmetric Catalysis
Asymmetric catalysis is the use of a chiral catalyst that favors the formation of one stereoisomer. A chiral feature biases the formation of one stereoisomer through interactions at the transition state. Identification of chiral catalyst and reaction conditions often requires empircal optimization. C-CAS seeks to integrate data chemistry to inform the selection of optimal catalysts and bypass time-consuming traditional reaction development strategies.
Publications
Gensch T, dos Passos Gomes G, Friederich P, Peters E, Gaudin T, Pollice R, et al. A Comprehensive Discovery Platform for Organophosphorus Ligands for Catalysis. J. Am. Chem. Soc. 2022, 144 ASAP https://pubs.acs.org/doi/full/10.1021/jacs.1c09718
Ortiz, K.; Dotson, J.; Robinson, D. J.; Sigman, M. S.; Karimov, R. R. “Catalyst-controlled enantioselective and regiodivergent addition of aryl boron nucleophiles to N-alkyl nicotinate salts,” J. Am. Chem. Soc. 2023, 145, 21,11781-11788. https://doi.org/10.1021/jacs.3c03048
Gensch, T.; Smith, S.R; Colacot, T.J.; Timsina, Y.; Xu, G.; Glasspoole, B.W.; Sigman, M.S, Design and Application of a Screening Set for Monophosphine Ligands in Metal Catalysis. ACS Catal. 2022. 12, 13, 7773-7780. https://doi.org/10.1021/acscatal.2c01970
Williams, W.L.; Zeng, L.; Gensch, T.; Sigman, M.S.; Doyle, A.G.; Anslyn, E. V. The Evolution of Data-Driven Modeling in Organic Chemistry. ACS Cent. Sci. 2021, 7, 1622-1637. https://doi.org/10.1021/acscentsci.1c00535
Hardy, M.A.; Cooke, J.H.; Feng, Z.; Noda, K.; Kerschgens, I.; Massey, L.A.; Tantillo, D.J.; Sarpong, R. Unified Synthesis of 2-Isocyanoallopupukeanane and 9-Isocyanopupukeanane through a "Contra-biosynthetic" Rearrangement. Angew. Chem. Int. Ed. 2024, 63. https://doi.org/10.1002/anie.202317348