Zincation of Styrylsulfonium SaltsClick to copy article linkArticle link copied!
- Kodai YamadaKodai YamadaDepartment of Chemistry, Graduate School of Science, Kyoto University, Kyoto 606-8502, JapanMore by Kodai Yamada
- Mika B. KintzelMika B. KintzelDepartment of Chemistry, Graduate School of Science, Kyoto University, Kyoto 606-8502, JapanMore by Mika B. Kintzel
- Gregory J. P. PerryGregory J. P. PerryDepartment of Chemistry, Graduate School of Science, Kyoto University, Kyoto 606-8502, JapanMore by Gregory J. P. Perry
- Hayate SaitoHayate SaitoDepartment of Chemistry, Graduate School of Science, Kyoto University, Kyoto 606-8502, JapanMore by Hayate Saito
- Hideki Yorimitsu*Hideki Yorimitsu*Email: [email protected]Department of Chemistry, Graduate School of Science, Kyoto University, Kyoto 606-8502, JapanMore by Hideki Yorimitsu
Abstract

We report the formation of zinc reagents by the reaction of styrylsulfonium salts with zinc powder. Transition metals and other additives are not required for promoting zincation. Zincation tolerates a variety of sensitive functional groups, including esters, bromides, and boronic esters, and proceeds with complete retention of stereochemistry. This method presents a practical approach to the formation of zinc reagents that can be used in a variety of functionalizations, such as halogenation, carboxylation, and Negishi cross-couplings.
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