The stereochemistry of the enzymic cyclisation of 3-carboxymuconic acid to 3-carboxymuconolactone

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Abstract
Cyclisation of cis-cis-3-carboxy-[5-2H]muconic acid catalysed by the lactonising enzyme of Neurospora crassa proceeds with syn-addition to the 4,5-double bond to give (4S,5S)-C-carboxy-[5-2H]muconolactone.