Asymmetric Brønsted-Acid Catalyzed Substitution of Diarylmethanols with Thiols and Alkohols for the Synthesis of Chiral Thioethers and Ethers

A. Chatupheeraphat, H.H. Liao, S. Mader, M. Sako, H. Sasai, I. Atodiresei, M. Rueping
Angew. Chem. Int. Ed., 55, pp. 4803-4807, (2016)

Asymmetric Brønsted-Acid Catalyzed Substitution of Diarylmethanols with Thiols and Alkohols for the Synthesis of Chiral Thioethers and Ethers

Keywords

Thiols, Alkohols

Abstract

​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.

Code

DOI: 10.1002/anie.201511179

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