Synthesis of Glycomimetics by Diastereoselective Passerini Reaction (CROSBI ID 256208)
Prilog u časopisu | izvorni znanstveni rad | međunarodna recenzija
Podaci o odgovornosti
Vlahoviček-Kahlina, Kristina ; Vazdar, Mario ; Jakas, Andreja ; Smrečki, Vilko ; Jerić, Ivanka
engleski
Synthesis of Glycomimetics by Diastereoselective Passerini Reaction
We describe the utilization of bis-isopropylidene-protected d-fructose-derived aldehyde in the Passerini reaction with various acids and isocyanides. A library of densely functionalized glycomimetics bearing up to 3 carbohydrate units was obtained in high yields and diastereoselectivities. The configuration of the newly formed stereocenter was determined and the diastereoselectivity was rationalized by DFT calculations.
multicomponent reactions ; Passerini reaction ; D-fructose ; glycomimetics
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Podaci o izdanju
83 (21)
2018.
13146-13156
objavljeno
0022-3263
1520-6904
10.1021/acs.joc.8b01874