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| - Enantiodivergent, Biocatalytic Routes toBoth Taxol Side Chain Antipodes
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| - Two enantiocomplementary bakers' yeast enzymes reducedan α-chloro-β-keto ester to yield precursors for both enantiomers of the N-benzoyl phenylisoserine Taxol side chain.After base-mediated ring closure of the chlorohydrin enantiomers, the epoxides were converted directly to the oxazoline form of the target molecules using a Ritter reaction withbenzonitrile. These were hydrolyzed to the ethyl ester formof the Taxol side chain enantiomers under acidic conditions.This brief and atom-efficient route to both target enantiomers demonstrates both the synthetic utility of individualyeast reductases and the power of genomic strategies inmaking these catalysts available.
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