Lithium perchlorate diethyl ether solution: A highly efficient media for the Abramov reaction

被引:48
作者
Azizi, N [1 ]
Saidi, MR [1 ]
机构
[1] Sharif Univ Technol, Dept Chem, Tehran, Iran
关键词
Abramov reaction; alpha-hydroxy phosphonates; lithium perchlorate;
D O I
10.1080/10426500307904
中图分类号
O61 [无机化学];
学科分类号
070301 ; 081704 ;
摘要
The alpha-hydroxy phosphonates are readily prepared by treating aromatic or aliphatic aldehydes and ketones with trialkylphosphite in the presence of trimethylsilylchloride in a very short time and in almost quantitative yields.
引用
收藏
页码:1255 / 1259
页数:5
相关论文
共 18 条
[1]   A new protocol for the Baylis-Hillman reaction: the reaction of iminium salts prepared in situ with methyl acrylate [J].
Azizi, N ;
Saidi, MR .
TETRAHEDRON LETTERS, 2002, 43 (24) :4305-4308
[2]   PHOSPHONATES AS ANALOGS OF NATURAL PHOSPHATES [J].
ENGEL, R .
CHEMICAL REVIEWS, 1977, 77 (03) :349-367
[3]   Synthesis of phosphonates by nucleophilic substitution at phosphorus:: The SNP(V) reaction. [J].
Eymery, F ;
Iorga, B ;
Savignac, P .
TETRAHEDRON, 1999, 55 (46) :13109-13150
[4]   High yield preparation of a-ketophosphonates by oxidation of α-hydroxyphosphonates with zinc dichromate trihydrate (ZnCr2O7•3H2O) under solvent-free conditions [J].
Firouzabadi, H ;
Iranpoor, N ;
Sobhani, S ;
Sardarian, AR .
TETRAHEDRON LETTERS, 2001, 42 (26) :4369-4371
[5]  
Gröger H, 2000, CHEM-EUR J, V6, P943
[6]   Controlled monohalogenation of phosphonates:: A new route to pure α-monohalogenated diethyl benzylphosphonates [J].
Iorga, B ;
Eymery, F ;
Savignac, P .
TETRAHEDRON, 1999, 55 (09) :2671-2686
[7]   Synthesis of dialkyl-hydroxymethylphosphonates in heterogeneous conditions [J].
Jeanmaire, T ;
Hervaud, Y ;
Boutevin, B .
PHOSPHORUS SULFUR AND SILICON AND THE RELATED ELEMENTS, 2002, 177 (05) :1137-1145
[8]  
Kumar KP, 2001, TETRAHEDRON LETT, V42, P3219
[9]   AT THE CROSSROADS OF CHEMISTRY AND IMMUNOLOGY - CATALYTIC ANTIBODIES [J].
LERNER, RA ;
BENKOVIC, SJ ;
SCHULTZ, PG .
SCIENCE, 1991, 252 (5006) :659-667
[10]   THE WITTIG OLEFINATION REACTION AND MODIFICATIONS INVOLVING PHOSPHORYL-STABILIZED CARBANIONS - STEREOCHEMISTRY, MECHANISM, AND SELECTED SYNTHETIC ASPECTS [J].
MARYANOFF, BE ;
REITZ, AB .
CHEMICAL REVIEWS, 1989, 89 (04) :863-927