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The 8-substituted-3-azabicyclo[3.3.0]octen-2-one-7-derivatives 18 and 19 have been obtained in enantiomerically pure form from D-galactose in acceptable chemical yield (30%, nine steps) and moderate diastereomeric ratio (18:19 = 2.5:1) via intramolecular Pauson–Khand (PK) reaction of the appropriate enyne.

From D-galactose to enantiopure 3-azabicylclo[3.3.0]octen-7-one derivatives via Pauson-Khand reaction