Concerted Catalytic Reactions for Conversion of Ketones or Enol Acetates to Chiral Acetates
- 12 January 2000
- journal article
- research article
- Published by American Chemical Society (ACS) in Organic Letters
- Vol. 2 (3) , 409-411
- https://doi.org/10.1021/ol9914043
Abstract
Enol acetates or ketones asymmetrically transformed to chiral acetates in high yields with high optical purities through multistep reactions catalyzed by a lipase and a ruthenium complex. 2,6-Dimethylheptan-4-ol was chosen as a suitable hydrogen donor, and 4-chlorophenyl acetate was used as an acyl donor for the conversion of ketones.Keywords
This publication has 19 references indexed in Scilit:
- Dynamic Kinetic Resolution of Secondary Diols via Coupled Ruthenium and Enzyme CatalysisThe Journal of Organic Chemistry, 1999
- Efficient catalytic racemization of secondary alcoholsTetrahedron Letters, 1998
- Rh−DuPHOS-Catalyzed Enantioselective Hydrogenation of Enol Esters. Application to the Synthesis of Highly Enantioenriched α-Hydroxy Esters and 1,2-DiolsJournal of the American Chemical Society, 1998
- Ruthenium(II)‐Catalyzed Oppenauer‐Type Oxidation of Secondary AlcoholsChemistry – A European Journal, 1996
- Enantioselective acylation of primary and secondary alcohols catalyzed by lipase QL from Alcaligenes sp.: A predictive active site model for lipase QL to identify which enantiomer of an alcohol reacts faster in this acylationTetrahedron: Asymmetry, 1996
- Catalytic disproportionation of aldehydes with ruthenium complexesOrganometallics, 1991
- C2-symmetric bis(phospholanes) and their use in highly enantioselective hydrogenation reactionsJournal of the American Chemical Society, 1991
- A new group of ruthenium complexes: structure and catalysisJournal of the American Chemical Society, 1986
- (Cyclopentadienone)ruthenium carbonyl complexes - a new class of homogeneous hydrogenation catalystsOrganometallics, 1985
- The Oxidation Potentials of Aldehydes and KetonesJournal of the American Chemical Society, 1949