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Updated: May 17, 2026

Preparation of N-(2-alkoxyvinyl)sulfonamides from N-tosyl-1,2,3-triazoles and Subsequent Conversion to Substituted Phthalans and Phenethylamines
Published on: January 3, 2018
Construction of multisubstituted tetrahydropyrans by a domino oxa-Michael/Tsuji-Trost reaction
1Kekulé-Institut für Organische Chemie und Biochemie der Rheinischen, Friedrich-Wilhelms-Universität Bonn, Gerhard-Domagk-Strasse 1, 53121 Bonn, Germany.
Abstract:
Biologically significant tetrahydropyrans (THP) were synthesized by a Tandem oxa-Michael/Tsuji-Trost reaction. Different Michael acceptors were investigated, and optimal results in terms of diastereoselectivities and yields were obtained with nitro olefins. The influence of the reaction parameters, substrate patterns, and type of metal counterions on the yield and stereochemical outcome of this process is discussed, and an explanation for the observed stereoselectivities is proposed.
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