Asymmetric Brønsted Acid Catalyzed Substitution of Diaryl Methanols with Thiols and Alcohols for the Synthesis of Chiral Thioethers and Ethers
Type
ArticleAuthors
Chatupheeraphat, AdisakLiao, Hsuan-Hung
Mader, Steffen
Sako, Makoto
Sasai, Hiroaki
Atodiresei, Iuliana
Rueping, Magnus

KAUST Department
Chemical Science ProgramKAUST Catalysis Center (KCC)
Physical Science and Engineering (PSE) Division
Date
2016-03-08Online Publication Date
2016-03-08Print Publication Date
2016-04-04Permanent link to this record
http://hdl.handle.net/10754/623140
Metadata
Show full item recordAbstract
An 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.Citation
Chatupheeraphat 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.Sponsors
S.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.Publisher
Wiley-Blackwellae974a485f413a2113503eed53cd6c53
10.1002/anie.201511179