Abstract
In a systematic study, 21 ring-substituted benzaldehydes were reacted with glycine under catalysis with a l-threonine aldolase ( lTA) from Pseudomonas putida and a d-threonine aldolase ( dTA) from Alcaligenes xylosoxidans to form the corresponding β-hydroxy-α-amino acids 1– 18. dTA proved to be highly selective with ee's >99% ( d) and de's up to 99% ( syn). Two thiamphenicol precursors were synthesized utilizing dTA on a preparative scale. lTA-catalyzed reactions led to ee's >99% ( l) but low to moderate de's (20–50%, syn).
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