Efficient O‐Functionalization of Carbohydrates with Electrophilic Reagents

Abstract: Novel methodology for O‐functionalization of carbohydrate derivatives has been established using bench‐stable and easily prepared iodonium (III) reagents. Both electron‐withdrawing and electron‐donating aryl groups were introduced under ambient conditions and without precautions to exclude air or moisture. Furthermore, the approach was extended both to full arylation of cyclodextrin, and to trifluoroethylation of carbohydrate derivatives. This is the first general approach to introduce traditionally non‐electrophilic groups into any of the OH groups around the sugar backbone. The methodology will be useful both in synthetic organic chemistry and biochemistry, as important functional groups can be incorporated under simple and robust reaction conditions in a fast and efficient manner.

Object Details

• Location: Deutsche Nationalbibliothek Frankfurt am Main
• Extent: Online-Ressource
• Language: Englisch

References and Relationships

• Bibliographic citation: Efficient O‐Functionalization of Carbohydrates with Electrophilic Reagents ; volume:128 ; number:37 ; year:2016 ; pages:11392-11396 ; extent:5 ; Angewandte Chemie ; 128, Heft 37 (2016), 11392-11396 (gesamt 5)

Contributors, Places and Time

• Creator: Tolnai, Gergely L. ; Nilsson, Ulf J. ; Olofsson, Berit

Further information

• DOI: 10.1002/ange.201605999
• URN: urn:nbn:de:101:1-2022102908593264264424
• Rights: Open Access; Der Zugriff auf das Objekt ist unbeschränkt möglich.
• Last update: 15.08.2025, 7:21 AM CEST