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Titolo:
Synthesis of a tetrasubstituted cyclohexene from a bicyclo [2.2.2]octa-2,5-diene
Autore:
Bosse, F; Maier, ME;
Indirizzi:
Univ Halle Wittenberg, Inst Organ Chem, Fachbereich Chem, D-4010 Halle, Germany Univ Halle Wittenberg Halle Germany D-4010 h Chem, D-4010 Halle, Germany
Titolo Testata:
JOURNAL FUR PRAKTISCHE CHEMIE-CHEMIKER-ZEITUNG
fascicolo: 1, volume: 342, anno: 2000,
pagine: 6 - 9
SICI:
0941-1216(2000)342:1<6:SOATCF>2.0.ZU;2-V
Fonte:
ISI
Lingua:
ENG
Soggetto:
WIDE STRUCTURAL VARIABILITY; DYNEMICIN-A; ANALOGS; (+)-DYNEMICIN-A; 1,5-DIYN-3-ENE; ANTHRAQUINONE; OLEFINS; SUBUNIT;
Keywords:
cross-coupling; cycloadditions; ozonolysis; dynemicin; ring cleavage;
Tipo documento:
Article
Natura:
Periodico
Settore Disciplinare:
Physical, Chemical & Earth Sciences
Citazioni:
20
Recensione:
Indirizzi per estratti:
Indirizzo: Maier, ME Univ Tubingen, Inst Organ Chem, Morgenstelle 18, D-72076 Tubingen, Germany Univ Tubingen Morgenstelle 18 Tubingen Germany D-72076 Germany
Citazione:
F. Bosse e M.E. Maier, "Synthesis of a tetrasubstituted cyclohexene from a bicyclo [2.2.2]octa-2,5-diene", J PRAK CH C, 342(1), 2000, pp. 6-9

Abstract

A palladium-catalyzed cross-coupling reaction between the arylstannane 5c and the bicyclic vinyl bromide 3, which was obtained by a Diels-Alder reaction, provided the substituted bicycle[2.2.2] octa-2,5-diene 6. A subsequentozonolysis of the less substituted double bond of 6 followed by reduction of the intermediate with sodium borohydride provided the highly functionalized cyclohexene 8. This compound can be viewed as a substructure of the antitumor antibiotic dynemicin A.

ASDD Area Sistemi Dipartimentali e Documentali, Università di Bologna, Catalogo delle riviste ed altri periodici
Documento generato il 01/10/20 alle ore 04:04:00