Highly enantioselective heterogeneously catalyzed hydrogenation of α- ketoesters under mild conditions [15]

Journal of the American Chemical Society

Volumn 121, Issue 20, 1999, Pages 4920-4921

  LeBlond, C ^a   Wang, J ^a   Liu, J ^a   Andrews, A T ^a   Sun, Y K ^a  

^a MERCK RESEARCH LABORATORIES   (United States)

Author keywords

[No Author keywords available]

Indexed keywords

ALPHA KETO ESTER DERIVATIVE; ALUMINUM OXIDE; CINCHONA ALKALOID; PLATINUM; UNCLASSIFIED DRUG;

ATMOSPHERIC PRESSURE; CHIRALITY; ENANTIOMER; HYDROGENATION; LETTER; ORGANIC CHEMISTRY; PRESSURE MEASUREMENT; REACTION ANALYSIS;

EID: 0033606243     PISSN: 00027863     EISSN: None     Source Type: Journal    
DOI: 10.1021/ja990653j     Document Type: Letter

References (14)

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3. Expressed as the number of the pyruvate hydrogenated per surface Pt atom per second.
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6. Wang, J.; LeBlond, C.; Liu, J.; Sun, Y.-K. Presentation at the 9th International Symposium on Relationship between Homogeneous and Heterogeneous Catalysis, University of Southampton, UK, 1998.
7. 2 pressure using a syringe pump.
8. Incremental ee ≡ (Δ[R] - Δ[S])/(Δ[R] + Δ[S]), where Δ[R] and Δ[S] are the differences in concentrations of R- and S-enantiomers between two consecutive samples.
9. Results to be published.
10. 12 underlies the decrease in ee with increasing DHCd concentration at high concentrations.
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13. Note a recent report (Zuo, X.; Liu, H.; Liu, M. Tetrahedron Lett. 1998, 39, 1941) which showed a significant difference in ee (97.6% vs 92.2%) when hydrogenating methyl and ethyl pyruvate over PVP-stabilized Pt clusters modified by cinchonidine.
14. Blaser, H. U.; Jalett, H. P.; Müller, M.; Studer, M. Catal. Today 1997, 37, 441.