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Titolo:
EFFICIENT SYNTHESIS OF CHIRAL N-TOSYL-3,4-DISUBSTITUTED HEXAHYDROAZEPINES FROM D-(-)-QUINIC ACID
Autore:
ALBERTINI E; BARCO A; BENETTI S; DERISI C; POLLINI GP; ZANIRATO V;
Indirizzi:
UNIV FERRARA,DIPARTIMENTO SCI FARMACEUT,VIA FOSSATO MORTARA 19 I-44100 FERRARA ITALY UNIV FERRARA,DIPARTIMENTO SCI FARMACEUT I-44100 FERRARA ITALY UNIV FERRARA,DIPARTIMENTO CHIM I-44100 FERRARA ITALY
Titolo Testata:
Synlett
fascicolo: 1, , anno: 1996,
pagine: 29 -
SICI:
0936-5214(1996):1<29:ESOCNH>2.0.ZU;2-G
Fonte:
ISI
Lingua:
ENG
Keywords:
D-(-)-QUINIC ACID; BECKMANN REARRANGEMENT; HEXAHYDROAZEPIN-2-ONES;
Tipo documento:
Article
Natura:
Periodico
Settore Disciplinare:
Science Citation Index Expanded
Citazioni:
12
Recensione:
Indirizzi per estratti:
Citazione:
E. Albertini et al., "EFFICIENT SYNTHESIS OF CHIRAL N-TOSYL-3,4-DISUBSTITUTED HEXAHYDROAZEPINES FROM D-(-)-QUINIC ACID", Synlett, (1), 1996, pp. 29

Abstract

Basic alumina-promoted Beckmann rearrangement of the oxime tosylates of the cyclohexanone derivative 5, in turn obtained from the quinide 3derived by acid-catalyzed reaction of D-(-)-quinic acid with benzaldehyde, gave rise to the formation of a mixture of chiral 4,5,6-trisubstituted hexahydroazepin-2-one regioisomers, which could be separated and further elaborated to N-tosyl-3,3-disubsituted hexahydroazepines, suitable precursors for balanol and its congeners.

ASDD Area Sistemi Dipartimentali e Documentali, Università di Bologna, Catalogo delle riviste ed altri periodici
Documento generato il 18/11/17 alle ore 05:52:05