NEW ONE-POT SYNTHESIS OF A CHIRAL ALPHA-HYDROXY-GAMMA-BUTYROLACTONE VIA SEQUENTIAL ASYMMETRIC HYDROGENATION OF AN ALPHA,GAMMA-DIKETOESTER

Authors
BLANDIN V CARPENTIER JF MORTREUX A
Citation
V. Blandin et al., NEW ONE-POT SYNTHESIS OF A CHIRAL ALPHA-HYDROXY-GAMMA-BUTYROLACTONE VIA SEQUENTIAL ASYMMETRIC HYDROGENATION OF AN ALPHA,GAMMA-DIKETOESTER, Tetrahedron : asymmetry, 9(16), 1998, pp. 2765-2768
Citations number
14
Categorie Soggetti
Chemistry Inorganic & Nuclear","Chemistry Inorganic & Nuclear","Chemistry Physical
Journal title
Tetrahedron : asymmetry → ACNP
ISSN journal
09574166
Volume
9
Issue
16
Year of publication
1998
Pages
2765 - 2768
Database
ISI
SICI code
0957-4166(1998)9:16<2765:NOSOAC>2.0.ZU;2-L
Abstract
The hydrogenation of ethyl 2,4-dioxovalerate in the presence of chiral rhodium or ruthenium catalysts provides direct access to 2-hydroxy-4- methyltetrahydrofuran-2-one 4 with syn:anti ratios of up to 84:16 and with up to 98% and 94% e.e. in the syn and anti form, respectively. (C ) 1998 Elsevier Science Ltd. All rights reserved.