Reinvestigation of the Synthesis of (2R, 3R) 2, 3-(Cyclohexylidenedioxy)-4-cyclopentenone as Possible Building Block for the Synthesis of Carbocyclic Nucleosides.

…, EL Esmans, F Lemiere, RA Dommisse

Index: Marien; Esmans; Lemiere; Dommisse Synthetic Communications, 1997 , vol. 27, # 2 p. 205 - 224

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Citation Number: 6

Abstract

Abstract An in depth study of the four-steps synthesis of (2R, 3R) 2, 3-(cyclohexylidenedioxy)- 4-cyclopentenone (5) from D-ribonolactone (1) is described. From these experiments we must conclude that the overall yield reported in the literature (65%) is overestimated. All compounds have been throughly investigated by 1H-and 13C-NMR spectroscopy.