Abstract Single crystal X-ray diffraction analysis of compounds A, B and, C helped us to assign the absolute configurations of the enantiomers of the bicyclo[3.2.0]hept-3-en-6-endo-ols4–6. These bicyclic alcohols were easily obtained by: (i) stereoselective reductions of the bicyclo[3.2.0]hept-3-en-6-ones 1–3, (ii) conversion into diastereoisomeric pairs using (−)-(1S,4R)-camphanic acid chloride as resolving agent, (iii) an efficient separation of diastereoisomers by flash-chromatography and, finally, (iv) a mild alkaline hydrolysis. The oxidation of pure enantiomers of the bicyclo[3.2.0]hept-3-en-6-endo-ols 4–6 with tetra-n-propylammonium perruthenate (TPAP) and N-methylmorpholine N-oxide (NMO) as co-oxidant furnished enantiomerically pure bicyclo[3.2.0]hept-3-en-6-ones 1–3. The different mutual disposition of carbonyl groups in the structure A and B justifies the different IR (KBr) signals for the carbonyls of each diastereoisomer.