A survey dealing with the use of anhydrous potassium carbonate as an efficient base for promoting organic reactions under solid-liquid phase transfer catalysis (SL-PTC) conditions is reported. In particular, the generation in situ of trifluoro- and trichloroacetamidide, and reactions of these azaanions with 2-bromocarboxylic esters and epoxides, affording protected alpha-amino acids and beta-amido alcohols, respectively, are described. The reduction of allylic nitroderivatives with CS2 to oximes or nitriles under SL- and liquid-liquid PTC (LL-PTC) is also presented. Finally, new preparation methods and a study of the reactivity of quaternary onium fluorides, hydrogendifluorides and dihydrogentrifluorides, together with the use of dihydrogentrifluorides as hydrofluorinating agents under SL-PTC conditions, are reported. (C) 1999 Elsevier Science B.V. All rights reserved.
Phase transfer catalysis: some recent applications in organic synthesis / D. Albanese, D. Landini, A. Maia, M. Penso. - In: JOURNAL OF MOLECULAR CATALYSIS. A: CHEMICAL. - ISSN 1381-1169. - 150:1-2(1999), pp. 113-131.
|Titolo:||Phase transfer catalysis: some recent applications in organic synthesis|
ALBANESE, DOMENICO (Primo)
LANDINI, DARIO (Secondo)
|Parole Chiave:||α- Amino acids and esters; β-Amido alcohols; Anhydrous potassium carbonate as PTC base; Hydrofluorination reactions; Phase transfer catalysis; Quaternary onium fluorides, hydrogendifluorides and dihydrogentrifluorides|
|Settore Scientifico Disciplinare:||Settore CHIM/04 - Chimica Industriale|
|Data di pubblicazione:||1999|
|Digital Object Identifier (DOI):||http://dx.doi.org/10.1016/S1381-1169(99)00219-8|
|Appare nelle tipologie:||01 - Articolo su periodico|