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Titolo:
Enantioselective radical-mediated reactions of carbonyl compounds with organotin reagents
Autore:
Murakata, M; Hoshino, O;
Indirizzi:
Sci Univ Tokyo, Fac Pharmaceut Sci, Shinjuku Ku, Tokyo 1620826, Japan Sci Univ Tokyo Tokyo Japan 1620826 ci, Shinjuku Ku, Tokyo 1620826, Japan
Titolo Testata:
JOURNAL OF SYNTHETIC ORGANIC CHEMISTRY JAPAN
fascicolo: 6, volume: 59, anno: 2001,
pagine: 560 - 568
SICI:
0037-9980(200106)59:6<560:ERROCC>2.0.ZU;2-X
Fonte:
ISI
Lingua:
JPN
Soggetto:
DIELS-ALDER REACTIONS; CHIRAL LEWIS-ACID; BOND-FORMING REACTIONS; ALPHA-IODODIHYDROCOUMARINS; TRIALKYLALUMINUM COMPLEXES; ASYMMETRIC CATALYSIS; TIN HYDRIDE; ADDITIONS; ALLYLATION; REDUCTION;
Keywords:
enantioselective reaction; radical reaction; carbonyl compound; organotin reagent; chiral Lewis acid; chiral ligand; external achiral ligand;
Tipo documento:
Review
Natura:
Periodico
Settore Disciplinare:
Physical, Chemical & Earth Sciences
Citazioni:
54
Recensione:
Indirizzi per estratti:
Indirizzo: Murakata, M Sci Univ Tokyo, Fac Pharmaceut Sci, Shinjuku Ku, 12 Ichigaya Funagawara Machi, Tokyo 1620826, Japan Sci Univ Tokyo 12 Ichigaya FunagawaraMachi Tokyo Japan 1620826
Citazione:
M. Murakata e O. Hoshino, "Enantioselective radical-mediated reactions of carbonyl compounds with organotin reagents", J SYN ORG J, 59(6), 2001, pp. 560-568

Abstract

Selected recent examples of enantioselective radical-mediated reactions ofcarbonyl compounds by use of organotin reagents are reviewed. Enantioselective reduction, allylations and cyclizations of a-halocarbonyl compounds promoted by chiral Lewis acids have met with success. Employment of chiral organotin hydrides has been also successful in yielding optically active compounds. Furthermore, hydrogen atoms and allyl groups can be transferred enantioselectively to radicals undergoing additions to alpha, beta -unsaturatedcarbonyl compounds in the presence of chiral Lewis acids. beta -Enantioselective radical additions catalyzed by chiral Lewis acids can be achieved. In addition, there are some cases where external achiral ligands show remarkable effects on asymmetric induction.

ASDD Area Sistemi Dipartimentali e Documentali, Università di Bologna, Catalogo delle riviste ed altri periodici
Documento generato il 04/07/20 alle ore 04:43:59