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.
Stereoselective electrochemical carboxilation: 2-phenylsuccinates from chiral cinnamic acid derivatives / Orsini, M.; Feroci, Marta; Palombi, L.; Sotgiu, G; Inesi, Achille. - In: ORGANIC & BIOMOLECULAR CHEMISTRY. - ISSN 1477-0520. - STAMPA. - 3:(2005), pp. 1202-1208. [10.1039/b500570a]
Stereoselective electrochemical carboxilation: 2-phenylsuccinates from chiral cinnamic acid derivatives
FEROCI, Marta;INESI, ACHILLE
2005
Abstract
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.I documenti in IRIS sono protetti da copyright e tutti i diritti sono riservati, salvo diversa indicazione.
