Enantioselective hydrogenation of pyrrolidine-2,3,5-triones over the Pt-cinchonidine system

Citation
A. Szabo et al., Enantioselective hydrogenation of pyrrolidine-2,3,5-triones over the Pt-cinchonidine system, TETRAHEDR-A, 10(1), 1999, pp. 61-76
Citations number
31
Categorie Soggetti
Organic Chemistry/Polymer Science
Journal title
TETRAHEDRON-ASYMMETRY
ISSN journal
09574166 → ACNP
Volume
10
Issue
1
Year of publication
1999
Pages
61 - 76
Database
ISI
SICI code
0957-4166(19990115)10:1<61:EHOPOT>2.0.ZU;2-G
Abstract
1- and I-Substituted pyrrolidine-2,3,5-triones 5, 6 and 9 have been synthes ized and hydrogenated to 3-hydroxy derivatives 10-12 with 17-91% ee using a 5 wt% Pt/Al2O3 catalyst in the presence of small amounts of cinchonidine. The influence of substituents on the enantioselectivity is discussed. (C) 1 999 Elsevier Science Ltd. All rights reserved.