Phase transfer catalysis: some recent applications in organic synthesis

被引:32
作者
Albanese, D
Landini, D
Maia, A
Penso, M
机构
[1] Univ Milan, Ctr CNR, I-20133 Milan, Italy
[2] Univ Milan, Dipartimento Chim Organ & Ind, I-20133 Milan, Italy
关键词
phase transfer catalysis; anhydrous potassium carbonate as PTC base; alpha-amino acids and esters; beta-amido alcohols; quaternary onium fluorides; hydrogendifluorides and dihydrogentrifluorides; hydrofluorination reactions;
D O I
10.1016/S1381-1169(99)00219-8
中图分类号
O64 [物理化学(理论化学)、化学物理学];
学科分类号
070304 ; 081704 ;
摘要
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.
引用
收藏
页码:113 / 131
页数:19
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