Direct radical functionalization of native sugars
National University of Singapore · University of Oxford · +3 more institutions
Abstract
Abstract Naturally occurring (native) sugars and carbohydrates contain numerous hydroxyl groups of similar reactivity 1,2 . Chemists, therefore, rely typically on laborious, multi-step protecting-group strategies 3 to convert these renewable feedstocks into reagents (glycosyl donors) to make glycans. The direct transformation of native sugars to complex saccharides remains a notable challenge. Here we describe a photoinduced approach to achieve site- and stereoselective chemical glycosylation from widely available native sugar building blocks, which through homolytic (one-electron) chemistry bypasses unnecessary hydroxyl group masking and manipulation. This process is reminiscent of nature in its…
Citation impact
- FWCI
- 24.69
- Percentile
- 100%
- References
- 63
Authors
12Topics & keywords
- Glycosyl
- Chemistry
- Glycosylation
- Anomer
- Electrophile
- Combinatorial chemistry
- Carbohydrate chemistry
- Surface modification