ASYMMETRIC CATALYSIS .73. ENANTIOSELECTIVE DECARBOXYLATION OF METHYLPHENYLMALONIC ACID-DERIVATIVES WITH CU(I) ALKALOID CATALYSTS

BRUNNER, H and KURZWART, M (1992) ASYMMETRIC CATALYSIS .73. ENANTIOSELECTIVE DECARBOXYLATION OF METHYLPHENYLMALONIC ACID-DERIVATIVES WITH CU(I) ALKALOID CATALYSTS. MONATSHEFTE FUR CHEMIE, 123 (1-2). pp. 121-128. ISSN 0026-9247,

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Abstract

Methylphenylmalonic acid was decarboxylated to yield 2-phenylpropionic acid with an optical induction of 36% ee using catalytic amounts of CuCl and an excess of (+)-cinchonine in acetonitril. Methylphenylmalonic acid hemiethylester gave ethyl 2-phenylpropionate of 20% ee with catalytic amounts of CuCl and (+)-cinchonine, respectively. The tetraethylammonium salt of methylphenylmalonic acid could be decarboxylated in the presence of CuCl, (+)-cinchonine, and chiral carboxylic acids, the best result of 27% ee being obtained with malic acid.

Item Type: Article
Uncontrolled Keywords: QUINOLINE; KINETICS; DECARBOXYLATION; ENANTIOSELECTIVITY; MALONIC ACID DERIVATIVES; ALKALOIDS, CU CATALYSIS
Depositing User: Dr. Gernot Deinzer
Last Modified: 19 Oct 2022 08:44
URI: https://pred.uni-regensburg.de/id/eprint/54723

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