TY  - JOUR
A1  - Yin, Jian
A1  - Linker, Torsten
T1  - Recent advances in the stereoselective synthesis of carbohydrate 2-C-analogs
T2  - Organic & biomolecular chemistry : an international journal of synthetic, physical and biomolecular organic chemistry
N2  - C-branched carbohydrates are of current interest for glycochemistry, are widely found in nature and serve as important subunits in many antibiotics, bacterial polysaccharides and macrolides. Among C-functionalized saccharides, 2-C-branched carbohydrates represent challenging structures for synthetic chemists, since in contrast to C-glycosides they are not easily accessible from glycosyl bromides or other simple precursors. In this perspective we want to summarize recent approaches to 2-C-branched carbohydrates over the past fifteen years. The two main strategies are based on ring-opening of 1,2-cyclopropanated carbohydrates by various reagents, as well as radical additions to glycals and further transformations, developed in our group. Both methods are characterized by high stereoselectivities and good yields and give access to a broad variety of functionalized carbohydrate 2-C-analogs.
Y1  - 2012
UR  - https://publishup.uni-potsdam.de/frontdoor/index/index/docId/36355
SN  - 1477-0520
VL  - 10
IS  - 12
SP  - 2351
EP  - 2362
PB  - Royal Society of Chemistry
CY  - Cambridge
ER  -