Asymmetric Brønsted Acid Catalyzed Substitution of Diaryl Methanols with Thiols and Alcohols for the Synthesis of Chiral Thioethers and Ethers
KAUST DepartmentKAUST Catalysis Center (KCC)
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AbstractAn enantioselective addition of thiols and alcohols to aza-ortho-quinone methides, starting from diaryl methanols, was developed. The asymmetric additions occur under mild reaction conditions in the presence of chiral phosphoric acids and furnish the corresponding adducts with excellent yields and enantioselectivities.
CitationChatupheeraphat A, Liao H-H, Mader S, Sako M, Sasai H, et al. (2016) Asymmetric Brønsted Acid Catalyzed Substitution of Diaryl Methanols with Thiols and Alcohols for the Synthesis of Chiral Thioethers and Ethers. Angewandte Chemie International Edition 55: 4803–4807. Available: http://dx.doi.org/10.1002/anie.201511179.
SponsorsS.M. thanks the DFG (Deutsche Forschungsgemeinschaft) for financial support through the International Research Training Group SeleCa (IRTG 1628), H.-H.L. thanks the DAAD for a doctoral fellowship, M.S. thanks the JSPS (Japanese Society for the Promotion of Science) for financial support through the Japanese-German Graduate Externship.