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Open AccessFeature PaperReview

Addition of Heteroatom Radicals to endo-Glycals

Department of Chemistry, University of Potsdam, Karl-Liebknecht-Str. 24-25, 14476 Golm, Germany
Dedicated to Bernd Giese on the occasion of his 80th birthday and his pioneering work on radicals in carbohydrate chemistry.
Chemistry 2020, 2(1), 80-92; https://doi.org/10.3390/chemistry2010008
Received: 6 February 2020 / Revised: 18 February 2020 / Accepted: 18 February 2020 / Published: 20 February 2020
Radical reactions have found many applications in carbohydrate chemistry, especially in the construction of carbon–carbon bonds. The formation of carbon–heteroatom bonds has been less intensively studied. This mini-review will summarize the efforts to add heteroatom radicals to unsaturated carbohydrates like endo-glycals. Starting from early examples, developed more than 50 years ago, the importance of such reactions for carbohydrate chemistry and recent applications will be discussed. After a short introduction, the mini-review is divided in sub-chapters according to the heteroatoms halogen, nitrogen, phosphorus, and sulfur. The mechanisms of radical generation by chemical or photochemical processes and the subsequent reactions of the radicals at the 1-position will be discussed. This mini-review cannot cover all aspects of heteroatom-centered radicals in carbohydrate chemistry, but should provide an overview of the various strategies and future perspectives. View Full-Text
Keywords: radicals; carbohydrates; heteroatoms; synthesis radicals; carbohydrates; heteroatoms; synthesis
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Linker, T. Addition of Heteroatom Radicals to endo-Glycals . Chemistry 2020, 2, 80-92.

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