Lipase from Candida antarctica has been successfully used to realise the selective esterification of the four 1-(1-hydroxyethyl)-3-ethylferrocene isomers, possessing central/planar chirality. In this reaction, the lipase recognises only the two isomers possessing an (R)-configuration, independently from planar chirality. This allows us to split the mixture into two couples of diastereoisomers, namely the (Sp,Rc)-/(Rp,Rc)- and (Rp,Sc)-/(Sp,Sc)-isomers, conveniently separated in the single constituents by crystallisation from hexane.

Biocatalytic procedure for obtaining all four diastereoisomers of 1-(1-hydroxyethyl)-3-ethylferrocene: synthons for chiral 1,3-disubstituted ferrocenes.

D'Antona Nicola;Lambusta Daniela;Morrone Raffaele;Nicolosi Giovanni;Secundo Francesco
2004

Abstract

Lipase from Candida antarctica has been successfully used to realise the selective esterification of the four 1-(1-hydroxyethyl)-3-ethylferrocene isomers, possessing central/planar chirality. In this reaction, the lipase recognises only the two isomers possessing an (R)-configuration, independently from planar chirality. This allows us to split the mixture into two couples of diastereoisomers, namely the (Sp,Rc)-/(Rp,Rc)- and (Rp,Sc)-/(Sp,Sc)-isomers, conveniently separated in the single constituents by crystallisation from hexane.
2004
Istituto di Chimica Biomolecolare - ICB - Sede Pozzuoli
Istituto di Chimica del Riconoscimento Molecolare - ICRM - Sede Milano
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Descrizione: Biocatalytic procedure for obtaining all four diastereoisomers of 1-(1-hydroxyethyl)-3-ethylferrocene: synthons for chiral 1,3-disubstituted ferrocenes.
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Utilizza questo identificativo per citare o creare un link a questo documento: https://hdl.handle.net/20.500.14243/161146
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