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Titolo:
Stereochemical aspects of novel 5,6-dihydro-4H-1,3-oxazines
Autore:
Katritzky, AR; Ghiviriga, I; Chen, K; Tymoshenko, DO; Abdel-Fattah, AAA;
Indirizzi:
Univ Florida, Ctr Heterocycl Cpds, Gainesville, FL 32611 USA Univ FloridaGainesville FL USA 32611 ycl Cpds, Gainesville, FL 32611 USA Univ Florida, Dept Chem, Gainesville, FL 32611 USA Univ Florida Gainesville FL USA 32611 ept Chem, Gainesville, FL 32611 USA
Titolo Testata:
JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 2
fascicolo: 4, , anno: 2001,
pagine: 530 - 537
SICI:
1472-779X(200104):4<530:SAON5>2.0.ZU;2-K
Fonte:
ISI
Lingua:
ENG
Soggetto:
AMIDOALKYLATION;
Tipo documento:
Article
Natura:
Periodico
Settore Disciplinare:
Physical, Chemical & Earth Sciences
Citazioni:
32
Recensione:
Indirizzi per estratti:
Indirizzo: Katritzky, AR Univ Florida, Ctr Heterocycl Cpds, Gainesville, FL 32611 USAUniv Florida Gainesville FL USA 32611 esville, FL 32611 USA
Citazione:
A.R. Katritzky et al., "Stereochemical aspects of novel 5,6-dihydro-4H-1,3-oxazines", J CHEM S P2, (4), 2001, pp. 530-537

Abstract

Novel polysubstituted 5,6-dihydro-4H-1,3-oxazines are synthesized by 1,4-cycloaddition of unactivated olefins with N-acyliminiums from benzotriazole precursors. The configuration and conformation of the products are deduced from NMR investigation. The regio- and exo-endo stereochemistry of the cycloaddition are discussed. Conformations of compounds of six types of substitution (6-mono; 6,6-, 5,6- and 4,6-di; 4,6,6- and 4,5,6-tri) are rationalized on the basis of axial-1,3-repulsion and the anomeric effect.

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Documento generato il 01/04/20 alle ore 23:43:33