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Titolo:
Asymmetric synthesis by stereocontrol
Autore:
Kim, YH; Kim, SM; Youn, SW;
Indirizzi:
Korea Adv Inst Sci & Technol, Dept Chem, Ctr Mol Design & Synth, Taejon 305701, South Korea Korea Adv Inst Sci & Technol Taejon South Korea 305701 5701, South Korea
Titolo Testata:
PURE AND APPLIED CHEMISTRY
fascicolo: 2, volume: 73, anno: 2001,
pagine: 283 - 286
SICI:
0033-4545(200102)73:2<283:ASBS>2.0.ZU;2-N
Fonte:
ISI
Lingua:
ENG
Soggetto:
DIELS-ALDER REACTIONS; CHIRAL ACRYLAMIDES; ACID;
Tipo documento:
Article
Natura:
Periodico
Settore Disciplinare:
Physical, Chemical & Earth Sciences
Citazioni:
15
Recensione:
Indirizzi per estratti:
Indirizzo: Kim, YH Korea Adv Inst Sci & Technol, Dept Chem, Ctr Mol Design & Synth, Taejon 305701, South Korea Korea Adv Inst Sci & Technol Taejon South Korea305701 uth Korea
Citazione:
Y.H. Kim et al., "Asymmetric synthesis by stereocontrol", PUR A CHEM, 73(2), 2001, pp. 283-286

Abstract

Diels-Alder cycloadditions of S-indoline chiral acrylamides with cyclopentadiene in the presence of Lewis acids proceed with high diastereofacial selectivity, giving either endo-R or endo-S products depending on Lewis acid and the structures of chiral dienophiles. Diastereo- and enantioselective pinacol coupling reactions of chiral alpha -ketoamides mediated by samarium diiodide afforded extremely high diastereoselectivities. Enantiopure (S,S)- or (R,R)-2,3-dialkyltartaric acid and derivatives can be synthesized. Furthermore, it was demonstrated that alpha,beta -unsaturated amides coupled with SmI2 to dimerized products containing two chiral carbons which were firstobtained as the adjacent chiral carbons.

ASDD Area Sistemi Dipartimentali e Documentali, Università di Bologna, Catalogo delle riviste ed altri periodici
Documento generato il 01/12/20 alle ore 15:43:12