Kinetic resolution of chiral racemic (1R*,3aS*,7aS*)-hexahydro-2-oxobenzofuran-3-ylacetic acid ethyl ester was achieved by means of immobilized Lipozyme(R). At low conversion values, the (-)-acid was isolated with 84% ee, while at high conversion values the (+)-ester was obtained with 98% ee. Their configurations were determined by transformation of the acid into the corresponding alpha-methylene derivative of known absolute configuration.

SYNTHESIS AND BIOLOGICAL RESOLUTION OF CONDENSED BICYCLIC ISOPARACONIC ACID DERIVATIVES

VALENTIN, ENNIO;DRIOLI, Sara;FELLUGA, FULVIA;FORZATO, Cristina;PITACCO, GIULIANA
2000

Abstract

Kinetic resolution of chiral racemic (1R*,3aS*,7aS*)-hexahydro-2-oxobenzofuran-3-ylacetic acid ethyl ester was achieved by means of immobilized Lipozyme(R). At low conversion values, the (-)-acid was isolated with 84% ee, while at high conversion values the (+)-ester was obtained with 98% ee. Their configurations were determined by transformation of the acid into the corresponding alpha-methylene derivative of known absolute configuration.
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Utilizza questo identificativo per citare o creare un link a questo documento: http://hdl.handle.net/11368/1848305
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