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Titolo:
Mg2+-imidazole-catalyzed self-condensation of malonyl thioesters: Getting tuned for biomimetic polyketide synthesis?
Autore:
Sakai, N; Sorde, N; Matile, S;
Indirizzi:
Univ Geneva, Dept Organ Chem, CH-1211 Geneva, Switzerland Univ Geneva Geneva Switzerland CH-1211 Chem, CH-1211 Geneva, Switzerland
Titolo Testata:
MOLECULES
fascicolo: 11, volume: 6, anno: 2001,
pagine: 845 - 851
SICI:
1420-3049(200111)6:11<845:MSOMTG>2.0.ZU;2-M
Fonte:
ISI
Lingua:
ENG
Soggetto:
ACETOACETATE; ESTERS;
Keywords:
bioorganic chemistry; Claisen condensation; enzyme mimics; polyketide synthesis;
Tipo documento:
Article
Natura:
Periodico
Settore Disciplinare:
Physical, Chemical & Earth Sciences
Citazioni:
21
Recensione:
Indirizzi per estratti:
Indirizzo: Matile, S Univ Geneva, Dept Organ Chem, CH-1211 Geneva, Switzerland Univ Geneva Geneva Switzerland CH-1211 211 Geneva, Switzerland
Citazione:
N. Sakai et al., "Mg2+-imidazole-catalyzed self-condensation of malonyl thioesters: Getting tuned for biomimetic polyketide synthesis?", MOLECULES, 6(11), 2001, pp. 845-851

Abstract

We report that a subtle balance of carbanion reactivity, leaving group activation, and pK(a) of the catalyst is required for efficient self-condensation of thiomalonates to thioacetoacetates in up to 71% yield under "biomimetic" conditions originally proposed by Kobuke and Yoshida (Tetrahedron Lett. 1978, 19, 367).

ASDD Area Sistemi Dipartimentali e Documentali, Università di Bologna, Catalogo delle riviste ed altri periodici
Documento generato il 10/07/20 alle ore 18:39:09