Enantioselective α,α-Chlorofluorination of Sulfoxonium Ylides

Organic Letters 2026 Open access

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Authors: Lucas G. Furniel, Kauê C. Capellaro, Viktor Saraiva Câmara, Marcio Hayashi, Radell Echemendía, Camila Batista Pinto, Ana B. A. M. Salata, Jackson A. L. Filho, Leandro Wang Hantao, Javier Ellena, Antonio C. B. Burtoloso
DOI: 10.1021/acs.orglett.5c05062
Cited by: 2
References: 44

Abstract

High Resolution Image Download MS PowerPoint Slide The first examples of enantioselective α,α-chlorofluorination of α-carbonylsulfoxonium ylides are described. Herein, two modes of reaction are explored, using chiral aminosulfoxonium ylides and a chiral fluorinating reagent, prepared in situ from commercially available cinchona alkaloids. Using these approaches, 25 examples of gem-dihalogenated compounds (including bromochlorination) were obtained in good yields (up to 90%) and enantioselectivity (up to 96:4 er).

Fields of Study & Subjects

Fluorine in Organic Chemistry Synthesis and Characterization of Pyrroles Vanadium and Halogenation Chemistry

Publication details

Journal / source
Organic Letters
Publisher
American Chemical Society (ACS)
Volume
28
Issue
5
Pages
1616–1621
Publication date
28 January 2026
Language
EN