Publication | Closed Access
Enantioselective Synthesis of α-Hydroxy Ketones via Benzaldehyde Lyase-Catalyzed C−C Bond Formation Reaction
178
Citations
0
References
2002
Year
Asymmetric CatalysisDerivativesEngineeringBiochemistryNatural SciencesDiversity-oriented Synthesis-2-Hydroxypropiophenone DerivativesOrganic ChemistryThiamin Diphosphate-dependent EnzymeCatalysisStereoselective SynthesisChemistryα-Hydroxy KetonesBenzoin Condensation-type ReactionSynthetic ChemistryEnantioselective Synthesis
(R)-Benzoins and (R)-2-hydroxypropiophenone derivatives are formed on a preparative scale by benzaldehyde lyase (BAL)-catalyzed C−C bond formation from aromatic aldehydes and acetaldehyde in aqueous buffer/DMSO solution with remarkable ease in high chemical yield and high optical purity. The substrate range of this thiamin diphosphate-dependent enzyme was examined with respect to a broad applicability of this benzoin condensation-type reaction in stereoselective synthesis.