Abstract
Racemic methyl 3-endo-acetylbicyclo[2.2.1]hept-5-ene-2-exo-carboxylate and methyl 3-exo-acetylbicyclo[2.2.1]hept-5-ene-2-endo-carboxylate were prepared (as a 1:1 mixture in 98% yield) from (E)-methyl 4-oxo-2-pentenoate, using Diels–Alder methodology. The mixture was separated chromatographically and resolved into the enantiomers by pig liver esterase (PLE) with low to high ee's (98%).
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