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Synthesis of enantiomeric-pure cyclohexenyl nucleoside building blocks for oligonucleotide synthesis
Authors:Ping Gu  Arthur Van Aerschot  Roger Busson  Piet Herdewijn
Institution:a Laboratory for Medicinal Chemistry, Rega Institute for Medical Research, Minderbroedersstraat 10, B-3000 Leuven, Belgium
b Institut für Organische Chemie, Rheinische-Westfälische Technische Hochschule Aachen, Professor.-Pierlet-Strasse, 1, 52056 Aachen, Germany
Abstract:Lipases were used for the resolution of (±) (4aR, 7R, 8aS)-2-phenyl-4a,7,8,8a-tetrahydro-4H-1,3-benzodioxine. This separation was carried out on preparative scale and used for the synthesis of eight phosphoramidites of cyclohexenyl nucleosides (d- and l-series).
Keywords:Cyclohexenyl nucleosides  Enzymatic resolution  Phosphoramidite  Mitsunobu reaction
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