Sterically hindered ketiminium salts: a new generation of phase-transfer catalysts

被引:10
作者
Gmouh, S
Jamal-Eddine, J
Valnot, JY
机构
[1] Univ Hassan II Ain Chock, Fac Sci, UFR Chim Organ, Maarif Casablanca, Morocco
[2] IRCOF, UPRESA 6014, Lab Fonct Azotees & Oxygenees Complexes, F-76821 Mt St Aignan, France
关键词
hydrazone; cleavage reaction; phase-transfer; iminium salt; amino acids;
D O I
10.1016/S0040-4020(00)00779-1
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
Sterically hindered hydrazone 2 undergoes an unpredicted N-N bond scission via a methiodination sequence leading to iminium salt 5. This latter compound was found to be remarkably stable under basic and acidic conditions and it proved to be able to promote C-alkylation of the glycine derived imine 7 under classical catalytic liquid-liquid phase-transfer conditions. Both the reaction cleavage and the catalytic potential are discussed. (C) 2000 Elsevier Science Ltd. All rights reserved.
引用
收藏
页码:8361 / 8366
页数:6
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