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Enantioselective Construction of Tertiary α-Alkyl Fluoride via BTM-Catalyzed Fluorination of α-Alkynyl-Substituted Acetic Acids

Shiru Yuan, Wen‐Hua Zheng

2021The Journal of Organic Chemistry13 citationsDOI

Abstract

The isothiourea-catalyzed enantioselective construction of tertiary α-fluoro stereogenic centers has been demonstrated by using branched alkynyl-substituted acetic acids as starting materials, providing a broad range of optically active tertiary α-alkyl fluorides in high enantioselectivity (up to 97% ee). Furthermore, this methodology was proven to be scaled up to a Gram scale without loss of enantioselectivity.

Topics & Concepts

ChemistryEnantioselective synthesisStereocenterAlkylCatalysisOrganic chemistryFluorideAcetic acidInorganic chemistryFluorine in Organic ChemistryInorganic Fluorides and Related CompoundsChemical Synthesis and Analysis
Enantioselective Construction of Tertiary α-Alkyl Fluoride via BTM-Catalyzed Fluorination of α-Alkynyl-Substituted Acetic Acids | Litcius