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Titolo:
Synthesis of di- and cis-triaryl-3a,4,5,6-tetrahydroimidazo[1,5-b]isoxazoles and their ring-opening reactions
Autore:
Coskun, N; Tat, FT; Guven, OO;
Indirizzi:
Uludag Univ, Dept Chem, TR-16059 Bursa, Turkey Uludag Univ Bursa Turkey TR-16059 niv, Dept Chem, TR-16059 Bursa, Turkey Zonguldak Karaelmas Univ, Dept Chem, TR-67100 Zonguldak, Turkey Zonguldak Karaelmas Univ Zonguldak Turkey TR-67100 100 Zonguldak, Turkey
Titolo Testata:
TETRAHEDRON
fascicolo: 16, volume: 57, anno: 2001,
pagine: 3413 - 3417
SICI:
0040-4020(20010416)57:16<3413:SODAC>2.0.ZU;2-V
Fonte:
ISI
Lingua:
ENG
Soggetto:
1,3-DIPOLAR CYCLOADDITION REACTIONS; IMIDAZOLINE 3-OXIDES; DIASTEREOSELECTIVE ADDITION; ARYL ISOCYANATES; FIRST EXAMPLES; NITRONES; ACETYLENES; ALKYNES; REGIO;
Keywords:
Michael addition; cycloaddition; isoxazole;
Tipo documento:
Article
Natura:
Periodico
Settore Disciplinare:
Life Sciences
Physical, Chemical & Earth Sciences
Citazioni:
19
Recensione:
Indirizzi per estratti:
Indirizzo: Coskun, N Uludag Univ, Dept Chem, TR-16059 Bursa, Turkey Uludag Univ Bursa Turkey TR-16059 Chem, TR-16059 Bursa, Turkey
Citazione:
N. Coskun et al., "Synthesis of di- and cis-triaryl-3a,4,5,6-tetrahydroimidazo[1,5-b]isoxazoles and their ring-opening reactions", TETRAHEDRON, 57(16), 2001, pp. 3413-3417

Abstract

The Delta (3)-imidazoline 3-oxides I undergo diastereoselective cycloaddition with dimethyl acetylenedicarboxylate 2 to give 3a,4,5,6-tetrahydroimidazo[1,5-b]isoxazoles 3. Thermally and base induced ring-opening reactions ofcompounds 3 were demonstrated. cis-6-Phenyl substituted adducts 3d,e undergo ring opening with secondary but not with ternary amines. The same adducts undergo regio- and diastereoselective Michael addition with sodium methoxide to give 2-methoxy-3a,5,6-triphenyl-hexahydro-imidazo[1,5-b]isoxazole-2,3-dicarboxylic acid dimethyl esters 6. (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 10/07/20 alle ore 12:49:11