Asymmetric synthesis of alkyl 5-oxotetrahydrofuran-2-carboxylates by enantioselective hydrogenation of dialkyl 2-oxoglutarates over cinchona modified Pt/Al2O3 catalysts

Katalin Balázsik; Kornél Szöri; Károly Felföldi; Béla Török; Mihály Bartók

doi:10.1039/B000390P

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Asymmetric synthesis of alkyl 5-oxotetrahydrofuran-2-carboxylates by enantioselective hydrogenation of dialkyl 2-oxoglutarates over cinchona modified Pt/Al₂O₃catalysts

Katalin Balázsik,^a Kornél Szöri,^a Károly Felföldi,^b Béla Török^a and Mihály Bartók*^a

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* Corresponding authors

^a Organic Catalysis Research Group of the Hungarian Academy of Sciences, József Attila University, H-6720, Szeged, Dóm tér 8, Hungary.
E-mail: bartok@chem.u-szeged.hu

^b Department of Organic Chemistry, József Attila University, H-6720, Szeged, Dóm tér 8, Hungary.
E-mail: bartok@chem.u-szeged.hu

Abstract

The first direct asymmetric synthesis of chiral alkyl 5-oxo-tetrahydrofuran-2-carboxylates (up to 96% ee), which are important building blocks in the synthesis of natural products by heterogeneous cinchona-modified Pt-catalyzed hydrogenation of α-ketoglutaric acid esters and subsequent cyclization of hydroxy esters is described.

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Correction HTM (2K)

Article information

DOI: https://doi.org/10.1039/B000390P
Article type: Communication
Submitted: 12 Jan 2000
Accepted: 22 Feb 2000
First published: 17 Mar 2000

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Chem. Commun., 2000, 555-556

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Asymmetric synthesis of alkyl 5-oxotetrahydrofuran-2-carboxylates by enantioselective hydrogenation of dialkyl 2-oxoglutarates over cinchona modified Pt/Al₂O₃ catalysts

K. Balázsik, K. Szöri, K. Felföldi, B. Török and M. Bartók, Chem. Commun., 2000, 555 DOI: 10.1039/B000390P

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