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Titolo:
Oxidative transformation of tert-cyclobutanols by palladium catalysis under oxygen atmosphere
Autore:
Nishimura, T; Ohe, K; Uemura, S;
Indirizzi:
Kyoto Univ, Grad Sch Engn, Dept Energy & Hydrocarbon Chem, Sakyo Ku, Kyoto6068501, Japan Kyoto Univ Kyoto Japan 6068501 arbon Chem, Sakyo Ku, Kyoto6068501, Japan
Titolo Testata:
JOURNAL OF ORGANIC CHEMISTRY
fascicolo: 4, volume: 66, anno: 2001,
pagine: 1455 - 1465
SICI:
0022-3263(20010223)66:4<1455:OTOTBP>2.0.ZU;2-C
Fonte:
ISI
Lingua:
ENG
Soggetto:
CARBON-CARBON BOND; DIELS-ALDER REACTION; C-C BOND; RING EXPANSION; 5+2 CYCLOADDITIONS; 1,4-DICARBONYL COMPOUNDS; ORGANIC-MOLECULES; TRANSITION-METALS; CASCADE REACTION; GENERAL-ROUTE;
Tipo documento:
Review
Natura:
Periodico
Settore Disciplinare:
Life Sciences
Physical, Chemical & Earth Sciences
Citazioni:
112
Recensione:
Indirizzi per estratti:
Indirizzo: Uemura, S Kyoto Univ, Grad Sch Engn, Dept Energy & Hydrocarbon Chem, SakyoKu, Kyoto6068501, Japan Kyoto Univ Kyoto Japan 6068501 , Sakyo Ku, Kyoto6068501, Japan
Citazione:
T. Nishimura et al., "Oxidative transformation of tert-cyclobutanols by palladium catalysis under oxygen atmosphere", J ORG CHEM, 66(4), 2001, pp. 1455-1465

Abstract

Palladium(II)-catalyzed oxidative reaction of tert-cyclobutanols involvingthe cleavage of a C-C bond via P-carbon elimination under atmospheric pressure of oxygen is described. An alkylpalladium intermediate produced by P-carbon elimination from a Pd(II) alcoholate gives a variety of products, depending on the substituents on the cyclobutane ring, in which reactions suchas dehydrogenative ring opening, ring expansion and ring contraction are involved. For some substrates, the addition of a catalytic amount of ethyl acrylate dramatically accelerates the reaction. In all cases, the dehydrogenative products are obtained and the Pd(II)-hydride species produced at the final stage can be converted again to active Pd(II) species by molecular oxygen.

ASDD Area Sistemi Dipartimentali e Documentali, Università di Bologna, Catalogo delle riviste ed altri periodici
Documento generato il 04/07/20 alle ore 17:55:58