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Titolo:
Enantioselective radical-mediated reduction of alpha-alkyl-alpha-iododihydrocoumarins in the presence of a chiral magnesium iodide
Autore:
Murakata, M; Tsutsui, H; Takeuchi, N; 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:
TETRAHEDRON
fascicolo: 34, volume: 55, anno: 1999,
pagine: 10295 - 10304
SICI:
0040-4020(19990820)55:34<10295:ERROA>2.0.ZU;2-A
Fonte:
ISI
Lingua:
ENG
Soggetto:
BETA-ALKOXY ESTERS; BOND-FORMING REACTIONS; LEWIS-ACID; 1,2-ASYMMETRIC INDUCTION; HYDROGEN-TRANSFER; TIN HYDRIDE; ALLYLATION; ADDITIONS; ALCOHOLS;
Keywords:
enantioselective reaction; radical-mediated reduction; chiral Lewis acid; absolute configuration;
Tipo documento:
Article
Natura:
Periodico
Settore Disciplinare:
Life Sciences
Physical, Chemical & Earth Sciences
Citazioni:
32
Recensione:
Indirizzi per estratti:
Indirizzo: Murakata, M Sci Univ Tokyo, Fac Pharmaceut Sci, Shinjuku Ku, Tokyo 1620826, Japan Sci Univ Tokyo Tokyo Japan 1620826 Ku, Tokyo 1620826, Japan
Citazione:
M. Murakata et al., "Enantioselective radical-mediated reduction of alpha-alkyl-alpha-iododihydrocoumarins in the presence of a chiral magnesium iodide", TETRAHEDRON, 55(34), 1999, pp. 10295-10304

Abstract

An enantioselective reduction of alpha-allcyl-alpha-iododihydrocoumarins 1by radical-mediated reactions using magnesium iodide and a chiral diamine 2 is described. The reactions of 1 with tributyltin hydride or triphenyltinhydride in the presence of a chiral Lewis acid generated from magnesium iodide and 2 at -78 degrees C in ether-CH2Cl2 took place to afford reduced products 3. The determination of the absolute configurations of 3b-3d by chemical correlation with 3a is also described. (C) 1999 Elsevier Science Ltd. All rights reserved.

ASDD Area Sistemi Dipartimentali e Documentali, Università di Bologna, Catalogo delle riviste ed altri periodici
Documento generato il 04/07/20 alle ore 04:25:38