A Visible‐Light‐Driven <i>O</i> ‐Glycosylation with Selenoglycosides Mediated by Chalcogen Bonding to Umemoto's Reagent
Abstract
Abstract The activation of chalcogenoglycosides for O ‐glycosylation typically involves strong electrophiles requiring low temperature. Herein, we demonstrate that visible‐light irradiation of selenoglycosides in the presence of Umemoto's reagent results in often high‐yielding O ‐glycosylation. We provide evidence that this process is mediated by a novel mode of reactivity, specifically photoinduced electron transfer within a chalcogen‐bonded complex.
Article Details
Authors (8)
Erik Alvarez Valenzuela
Department of Chemistry Louisiana State University 232 Choppin Hall Baton Rouge LA 70803 USA
Tiffany Duong
Vinayak Pradeep
Department of Chemistry Louisiana State University 232 Choppin Hall Baton Rouge LA 70803 USA
Xuxian He
Department of Chemistry and Physical Sciences Nicholls St. University 906 East 1st St. Thibodaux LA 70301 USA
Jacob M. Dobson
Department of Chemistry Louisiana State University 232 Choppin Hall Baton Rouge LA 70803 USA
Semin Lee
Kenneth Lopata
Department of Chemistry
Justin R. Ragains
Department of Chemistry Louisiana State University 232 Choppin Hall Baton Rouge LA 70803 USA