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Titolo:
CERIUM(III) CHLORIDE MEDIATED NITRILE ALDOL REACTIONS - ENHANCED DIASTEREOSELECTIVITIES USING A CHIRAL ORGANOCERIUM COMPLEX
Autore:
XIAO ZJ; TIMBERLAKE JW;
Indirizzi:
UNIV NEW ORLEANS,DEPT CHEM NEW ORLEANS LA 70148 UNIV NEW ORLEANS,DEPT CHEM NEW ORLEANS LA 70148
Titolo Testata:
Tetrahedron
fascicolo: 17, volume: 54, anno: 1998,
pagine: 4211 - 4222
SICI:
0040-4020(1998)54:17<4211:CCMNAR>2.0.ZU;2-O
Fonte:
ISI
Lingua:
ENG
Soggetto:
ASYMMETRIC NITROALDOL REACTION; ENANTIOSELECTIVE ADDITION; BINOL COMPLEXES; REAGENTS; ALDEHYDES; SELECTIVITY; HYDRAZONES;
Tipo documento:
Article
Natura:
Periodico
Settore Disciplinare:
Science Citation Index Expanded
Citazioni:
37
Recensione:
Indirizzi per estratti:
Citazione:
Z.J. Xiao e J.W. Timberlake, "CERIUM(III) CHLORIDE MEDIATED NITRILE ALDOL REACTIONS - ENHANCED DIASTEREOSELECTIVITIES USING A CHIRAL ORGANOCERIUM COMPLEX", Tetrahedron, 54(17), 1998, pp. 4211-4222

Abstract

The addition of anhydrous cerium chloride to nitrile aldol reactions has been found to provide high yields of beta-hydroxynitriles. Also, the aldol reaction of alpha,beta-unsaturated carbonyl compounds with nitrile enolates in the presence of cerium chloride affords 1, 2 addition exclusively in good to excellent yields. The organocerium complexes of R-(+)-1,1'-bi-2-naphthol have successfully mediated the aldol addition of lithio alkyl and arylacetonitriles to aldehydes, and the reaction gives beta-hydroxynitriles in good yields with moderate to good diastereoselectivity. (C) 1998 Elsevier Science Ltd. All rights reserved.

ASDD Area Sistemi Dipartimentali e Documentali, Università di Bologna, Catalogo delle riviste ed altri periodici
Documento generato il 02/12/20 alle ore 07:44:19