Issue 27, 2022

Synthesis of new chiral N-heterocyclic diselenides and their application in the alkoxyselenylation reaction

Abstract

This paper describes the synthesis of chiral diselenides based on 2-azabicycloalkane or the pyrrolidine skeleton using in situ generated Na2Se2 as an efficient selenylating reagent. All the diselenides were obtained in moderate yields under mild conditions. The well-defined enantio- and diastereomerically pure compounds were tested in the asymmetric alkoxyselenylation of alkenes yielding products with diastereoisomeric excess up to >99%.

Graphical abstract: Synthesis of new chiral N-heterocyclic diselenides and their application in the alkoxyselenylation reaction

Supplementary files

Article information

Article type
Paper
Submitted
23 Marts 2022
Accepted
07 Jūn. 2022
First published
21 Jūn. 2022
This article is Open Access
Creative Commons BY license

New J. Chem., 2022,46, 12918-12923

Synthesis of new chiral N-heterocyclic diselenides and their application in the alkoxyselenylation reaction

K. Kamińska and E. Wojaczyńska, New J. Chem., 2022, 46, 12918 DOI: 10.1039/D2NJ01434C

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