SYNTHESIS OF ENANTIOMERICALLY PURE ALPHA-HYDROXYALDEHYDES FROM THE CORRESPONDING ALPHA-HYDROXYCARBOXYLIC ACIDS - NOVEL SUBSTRATES FOR ESCHERICHIA-COLI TRANSKETOLASE
Aj. Humphrey et al., SYNTHESIS OF ENANTIOMERICALLY PURE ALPHA-HYDROXYALDEHYDES FROM THE CORRESPONDING ALPHA-HYDROXYCARBOXYLIC ACIDS - NOVEL SUBSTRATES FOR ESCHERICHIA-COLI TRANSKETOLASE, Journal of the Chemical Society, Chemical Communications, (24), 1995, pp. 2475-2476
Enantiomerically pure (R)-alpha-hydroxyaldehydes (> 95% eel are prepar
ed from the corresponding alpha-hydroxyesters by silyl protection, red
uction with diisobutylaluminium hydride, and finally deprotection unde
r acidic conditions; subsequent coupling of these aldehydes with lithi
um hydroxypyruvate, catalysed by Escherichia coli transketolase, leads
to novel optically pure triols.