Highly Enantioselective Rhodium??Catalyzed Hydrogenation of 2??(2??Methoxy??2??oxoethyl) acrylic Acid− A Convenient Access of Enantiomerically Pure Isoprenoid …

M Ostermeier, B Brunner, C Korff…

Index: Ostermeier, Markus; Brunner, Bernhard; Korff, Christian; Helmchen, Guenter European Journal of Organic Chemistry, 2003 , # 17 p. 3453 - 3459

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Citation Number: 19

Abstract

Abstract Asymmetric catalytic hydrogenation of 2-(2-methoxy-2-oxoethyl) acrylic acid (5) to give (2S)-4-methoxy-2-methyl-4-oxobutanoic acid [(S)-6] was studied. An enantiomeric excess of 99.7% ee was achieved with a catalyst formed in situ from [Rh (COD) 2] BF 4 and the chiral phosphite L2 in 1, 2-dichloroethane as solvent. In addition, enzyme-catalyzed semi-saponification of dimethyl 2-methylsuccinate was investigated. Mono ester (S)-6 was ...