Enantioselective synthesis of α-stereogenic γ-keto esters via formal umpolung.
A feasible method has been developed for the enantioselective synthesis of α-stereogenic γ-keto esters. By employing nitro(phenylsulfonyl)methane as an acyl anion equivalent, the integrated Michael addition reaction-oxidative methanolysis protocol allows the preparation of various γ-keto esters with high optical purities.
Loker Hydrocarbon Research Institute, Department of Chemistry, University of Southern California, Los Angeles, California 90089-1661, USA. gprakash@usc.edu
G K Surya
GK
Prakash
Fang
F
Wang
Zhe
Z
Zhang
Chuanfa
C
Ni
Ralf
R
Haiges
George A
GA
Olah
D004952:Esters / Q000138:chemical synthesis* / Q000737:chemistry; D007659:Ketones / Q000138:chemical synthesis* / Q000737:chemistry; D015394:Molecular Structure; D010084:Oxidation-Reduction; D013237:Stereoisomerism
D004952:Esters; D007659:Ketones