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Synthesis of homochiral 2-C-perfluoroalkyl substituted d- and l-riboses
Authors:Uwe EilitzChristoph Böttcher  Lothar HennigAlois Haas  Cecile BoyerKlaus Burger
Institution:a Institut für Organische Chemie, Universität Leipzig, Johannisallee 29, D-04103 Leipzig, Germany
b Ruhr-Universität, Bochum FNO 034, D-44780 Bochum, Germany
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.
Keywords:Stereoselective fluoroalkylation reactions  d-ribose" target="_blank">2-C-heptafluoropropyl d-ribose  l-ribose" target="_blank">2-C-nonafluorobutyl l-ribose
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