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Titolo:
DIASTEREOSELECTIVE PREPARATION OF A TRANS, TRANS 2,3-DIMETHYLCHROMAN-4-OL SKELETON - A MODEL SYNTHETIC APPROACH TO ANTI-HIV-1 ACTIVE CALOPHYLLUM COUMARINS
Autore:
ISHIKAWA T; OKU Y; KOTAKE K;
Indirizzi:
CHIBA UNIV,FAC PHARMACEUT SCI,1-33 YAYOI INAGE CHIBA 263 JAPAN
Titolo Testata:
Tetrahedron
fascicolo: 44, volume: 53, anno: 1997,
pagine: 14915 - 14928
SICI:
0040-4020(1997)53:44<14915:DPOATT>2.0.ZU;2-G
Fonte:
ISI
Lingua:
ENG
Soggetto:
INHIBITORY NATURAL-PRODUCTS; HIV-1 REVERSE-TRANSCRIPTASE; RAIN-FOREST TREE; CALANOLIDE-A; ANTIVIRAL ACTIVITIES; TEYSMANNII; RESOLUTION; (+/-)-CALANOLIDE-A; (+)-CALANOLIDE-A; INOPHYLLUMS;
Tipo documento:
Article
Natura:
Periodico
Settore Disciplinare:
Science Citation Index Expanded
Citazioni:
33
Recensione:
Indirizzi per estratti:
Citazione:
T. Ishikawa et al., "DIASTEREOSELECTIVE PREPARATION OF A TRANS, TRANS 2,3-DIMETHYLCHROMAN-4-OL SKELETON - A MODEL SYNTHETIC APPROACH TO ANTI-HIV-1 ACTIVE CALOPHYLLUM COUMARINS", Tetrahedron, 53(44), 1997, pp. 14915-14928

Abstract

A model synthetic study of anti-HIV-1 active Calophyllum coumarins using 5, 7-dimethoxycoumarin (limettin) is described. Successive reactions of the CsF-induced intramolecular Michael type addition of an o-tigloylphenol followed by reduction with lithium tri-tert-butoxyaluminum hydride led to easy and diastereoselective access to a trans, trans 2,3-dimethylchroman-4-ol ring, which is suggested to be the most responsible skeleton for the activity. (C) 1997 Elsevier Science Ltd.

ASDD Area Sistemi Dipartimentali e Documentali, Università di Bologna, Catalogo delle riviste ed altri periodici
Documento generato il 28/01/20 alle ore 20:58:51