Synthesis of homochiral 2-C-perfluoroalkyl substituted d- and l-riboses |
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Authors: | Uwe EilitzChristoph Bö ttcher,Lothar HennigAlois Haas,Cecile BoyerKlaus Burger |
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Affiliation: | a Institut für Organische Chemie, Universität Leipzig, Johannisallee 29, D-04103 Leipzig, Germany b Ruhr-Universität, Bochum FNO 034, D-44780 Bochum, Germany |
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Abstract: | Homochiral 2-C-perfluoroalkyl substituted d- and l-riboses were synthesized via Barbier, Grignard and Ruppert type reactions. The influence of the size of the perfluoroalkyl groups, attached to C-2, on the furanose/pyranose as well as on the α-furanose/β-furanose and α-pyranose/β-pyranose ratio in solution was studied. |
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Keywords: | Stereoselective fluoroalkylation reactions 2-C-heptafluoropropyl smallcaps" >d-ribose 2-C-nonafluorobutyl smallcaps" >l-ribose |
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