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Titolo:
Lewis base-catalyzed addition of trialkylaluminum compounds to epoxides
Autore:
Schneider, C; Brauner, J;
Indirizzi:
Univ Gottingen, Inst Organ Chem, D-37077 Gottingen, Germany Univ Gottingen Gottingen Germany D-37077 hem, D-37077 Gottingen, Germany
Titolo Testata:
EUROPEAN JOURNAL OF ORGANIC CHEMISTRY
fascicolo: 23, , anno: 2001,
pagine: 4445 - 4450
SICI:
1434-193X(200112):23<4445:LBAOTC>2.0.ZU;2-K
Fonte:
ISI
Lingua:
ENG
Soggetto:
ORGANO-ALUMINUM COMPOUNDS; MESO-EPOXIDES; GAMMA,DELTA-EPOXY ACRYLATES; ENANTIOSELECTIVE ADDITION; ASYMMETRIC CATALYSIS; ALDEHYDES; ALKYLATION; TRIETHYLALUMINUM; COMPLEXES; CHEMISTRY;
Keywords:
catalysis; epoxides; Lewis bases; aluminum;
Tipo documento:
Article
Natura:
Periodico
Settore Disciplinare:
Physical, Chemical & Earth Sciences
Citazioni:
64
Recensione:
Indirizzi per estratti:
Indirizzo: Schneider, C Univ Gottingen, Inst Organ Chem, Tammannstr 2, D-37077 Gottingen, Germany Univ Gottingen Tammannstr 2 Gottingen Germany D-37077 ermany
Citazione:
C. Schneider e J. Brauner, "Lewis base-catalyzed addition of trialkylaluminum compounds to epoxides", EUR J ORG C, (23), 2001, pp. 4445-4450

Abstract

A novel concept for catalytic epoxide alkylation has been developed. Lewisbases like phosphanes, arsanes, stibanes, and sulfides were found to catalyze the alkylation of symmetrical epoxides with trialkylaluminum compounds very effectively at a 5 mol % level. Cyclic as well as acyclic epoxides were readily alkylated in good yields. In reactions with terminal epoxides a significant enhancement of rate and/or regioselectivity was noted in the Lewis base-catalyzed process. Coordination of the Lewis base to the Lewis acidic aluminum reagent was proved by Al-27 and P-31 NMR spectroscopy and is proposed to form a more nucleophilic alkylating agent.

ASDD Area Sistemi Dipartimentali e Documentali, Università di Bologna, Catalogo delle riviste ed altri periodici
Documento generato il 06/04/20 alle ore 08:28:19