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Reductions of α,β-Unsaturated Ketones by NaBH4 or NaBH4 + CoCl2: Selectivity Control by Water or by Aqueous Micellar Solutions (2000)

Aramini, Andrea ; Brinchi, Lucia ; Germani, Raimondo ; [weitere]

Weinheim : Wiley-Blackwell

Liebigs Annalen 2000 (2000), S. 1793-1797

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Details

ISSN: 1434-193X

Schlagwort(e): Ketones ; Reductions ; Micelles ; Cobalt ; Chemistry ; General Chemistry

Quelle: Wiley InterScience Backfile Collection 1832-2000

Thema: Chemie und Pharmazie

Notizen: ---Operationally simple and environmentally benign procedures have been developed to selectively reduce different α,β-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 take advantage 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.

Zusätzliches Material: 4 Ill.

Materialart: Digitale Medien

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