The diethylaluminium chloride-catalysed cycloaddition of cyclopentadiene to the (S)-lactate-derived N-toluene-p-sulfonyliminoacetate 5 gives mainly (76% diastereoisomeric excess, d.e.) the adduct 9(X-ray structure); the (R)-pantolactone-derived iminoacetate 6 similarly gives (70% d.e.) the adduct 8 which is correlated via the methyl esters 11 with compound 9.
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