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1. Synthesis of 2,3-trans disubstituted tetrahydrofurans through sequential xanthate radical addition-substitution reactions

Author

Jean-Baptiste, Laetitia, Yemets, Sergiy, Legay, Remi, and Lequeux, Thierry

Subjects
Nucleosides -- Research, Tetrahydrofuran -- Structure, Tetrahydrofuran -- Chemical properties, Chemical synthesis, Biological sciences, Chemistry
Abstract

An alternate strategy is presented, to prepare 2,3-disubstituted tetrahydrofurans based on the group transfer reactions of S-alkyl dithiocarbonates (xanthates) followed by their substitution. From 2,3-dihydrofuran derivatives, the displacement of the resulting anomeric xanthates with various nucleophiles in the presence of Lewis acid allowed the formation of new carbon-carbon and carbon-heteroatom bonds.

Published
2006

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