Stereoselective electrochemical carboxylation: 2-phenylsuccinates from chiral cinnamic acid derivatives.
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 flash chromatography and the R-isomer was obtained as major product.
Orsini
Monica
M
Dip. Ingegneria Chimica, Materiali, Materie Prime e Metallurgia, Universita La Sapienza, via Castro Laurenziano, 7, I-00161, Roma, Italy.
Feroci
Marta
M
Sotgiu
Giovanni
G
Inesi
Achille
A