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Titolo:
Reductions of alpha,beta-unsaturated ketones by NaBH4 or YaBH(4)+CoCl2: Selectivity control by water or by aqueous micellar solutions
Autore:
Aramini, A; Brinchi, L; Germani, R; Savelli, G;
Indirizzi:
Univ Perugia, Dipartimento Chim, I-06100 Perugia, Italy Univ Perugia Perugia Italy I-06100 rtimento Chim, I-06100 Perugia, Italy
Titolo Testata:
EUROPEAN JOURNAL OF ORGANIC CHEMISTRY
fascicolo: 9, , anno: 2000,
pagine: 1793 - 1797
SICI:
1434-193X(200005):9<1793:ROAKBN>2.0.ZU;2-U
Fonte:
ISI
Lingua:
ENG
Soggetto:
SODIUM-BOROHYDRIDE; MECHANISTIC ASPECTS; CARBONYL-COMPOUNDS; CATIONIC MICELLES; MEDIA; REGIOSELECTIVITY; HYDRIDE;
Keywords:
ketones; reductions; micelles; cobalt;
Tipo documento:
Article
Natura:
Periodico
Settore Disciplinare:
Physical, Chemical & Earth Sciences
Citazioni:
34
Recensione:
Indirizzi per estratti:
Indirizzo: Savelli, G Univ Perugia, Dipartimento Chim, Via Elce Sotto 8, I-06100 Perugia, Italy Univ Perugia Via Elce Sotto 8 Perugia Italy I-06100 gia, Italy
Citazione:
A. Aramini et al., "Reductions of alpha,beta-unsaturated ketones by NaBH4 or YaBH(4)+CoCl2: Selectivity control by water or by aqueous micellar solutions", EUR J ORG C, (9), 2000, pp. 1793-1797

Abstract

Operationally simple and environmentally benign procedures have been developed to selectively reduce different alpha,beta-unsaturated ketones, 4,4-dimethylcyclohex-2-ene-1-one (1), isophorone (2), benzylideneacetone (3), chalcone (4) by NaBH4 or by the system NaBH4 + CoCl2. Alternative reaction media to the extensively used MeOH have been explored, and new procedures takeadvantage of the acceleration and chemoselectivity induced by water or by aqueous micellar solutions. It was possible to selectively and quantitatively afford pure products of 1,2 and of 1,4 reduction as well as the totally reduced compounds (yield and selectivity >90%) by simple changes in the experimental conditions.

ASDD Area Sistemi Dipartimentali e Documentali, Università di Bologna, Catalogo delle riviste ed altri periodici
Documento generato il 04/07/20 alle ore 14:44:48