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