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Titolo:
Chiral amino-urea derivatives of (1R,2R)-1,2-diaminocyclohexane as ligandsin the ruthenium catalysed asymmetric reduction of aromatic ketones by hydride transfer
Autore:
Bied, C; Moreau, JJE; Man, MWC;
Indirizzi:
Ecole Natl Super Chim Montpellier, CNRS UMR 5076, Lab Heterochim Mol & Macromol, F-34296 Montpellier 05, France Ecole Natl Super Chim Montpellier Montpellier France 05 llier 05, France
Titolo Testata:
TETRAHEDRON-ASYMMETRY
fascicolo: 2, volume: 12, anno: 2001,
pagine: 329 - 336
SICI:
0957-4166(20010219)12:2<329:CADO(A>2.0.ZU;2-E
Fonte:
ISI
Lingua:
ENG
Soggetto:
TRANSFER HYDROGENATION; CARBONYL-COMPOUNDS; COMPLEXES; ACETOPHENONE; PROPAN-2-OL; PRECURSOR; THIOUREAS; DIAMINES; ALCOHOLS; RHODIUM;
Tipo documento:
Article
Natura:
Periodico
Settore Disciplinare:
Physical, Chemical & Earth Sciences
Citazioni:
44
Recensione:
Indirizzi per estratti:
Indirizzo: Moreau, JJE Ecole Natl Super Chim Montpellier, CNRS UMR 5076, Lab Heterochim Mol & Macromol, 8 Rue Ecole Normale, F-34296 Montpellier 05, France Ecole Natl Super Chim Montpellier 8 Rue Ecole Normale Montpellier France 05
Citazione:
C. Bied et al., "Chiral amino-urea derivatives of (1R,2R)-1,2-diaminocyclohexane as ligandsin the ruthenium catalysed asymmetric reduction of aromatic ketones by hydride transfer", TETRAHEDR-A, 12(2), 2001, pp. 329-336

Abstract

Several new chiral urea and thiourea ligands have been prepared by reaction of(1R,2R)-1,2-diaminocyclohexane with various organic isocyanates and isothiocyanates. These were used as ligands in the ruthenium catalysed enantioselective reduction of aromatic ketones by isopropanol. The reduction proceeded at room temperature using 2 mol% of ruthenium catalyst to give good yields of the (R)-alcohol with enantiomeric excesses of up to 83%. By contrast, the use of bis-urea ligands gave much lower enantioselectivities. Amino-thiourea ligands led to the (S)-alcohol with low enantiomeric excess. (C) 2001 Elsevier Science Ltd. All rights reserved.

ASDD Area Sistemi Dipartimentali e Documentali, Università di Bologna, Catalogo delle riviste ed altri periodici
Documento generato il 29/09/20 alle ore 20:31:28