4.6 Article

Stereoselective electrochemical carboxylation: 2-phenylsuccinates from chiral cinnamic acid derivatives

Journal

ORGANIC & BIOMOLECULAR CHEMISTRY
Volume 3, Issue 7, Pages 1202-1208

Publisher

ROYAL SOC CHEMISTRY
DOI: 10.1039/b500570a

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Chiral 2-phenyl succinic ester derivatives have been obtained under mild conditions, in short times and with satisfactory yields by electrochemical reduction of chiral cinnamic acid derivatives under a CO2 atmosphere. When 4R-(diphenylmethyl)-oxazolidin-2-one was used as a chiral auxiliary the two diastereoisomers could be easily separated by. ash chromatography and the R-isomer was obtained as major product.

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