Celebrating 20 Years of SYNLETT - Special Essay: General Procedure for the Palladium-Catalyzed Selective Hydrophosphorylation of Alkynes

被引：65

作者：

Ananikov, Valentine P. ^{[1
]}

Khemchyan, Levon L. ^{[1
]}

Beletskaya, Irina P. ^{[2
]}

机构：

[1] Russian Acad Sci, Zelinsky Inst Organ Chem, Moscow 119991, Russia

[2] Moscow MV Lomonosov State Univ, Dept Chem, Moscow 119899, Russia

来源：

SYNLETT | 2009年 / 15期

基金：

俄罗斯基础研究基金会;

关键词：

addition reactions; alkynes; palladium; homogenous catalysis; phosphorylations; PHOSPHONIC ACID-DERIVATIVES; TRANSITION-METAL-COMPLEXES; CARBON BOND FORMATION; ENANTIOSELECTIVE SYNTHESIS; ASYMMETRIC HYDROGENATION; ADDITION-REACTIONS; TERMINAL ALKYNES; RADICAL POLYMERIZATION; BIOLOGICAL EVALUATION; MICHAEL-ADDITION;

D O I：

10.1055/s-0029-1217739

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

A novel catalytic system has been developed to accomplish the hydrophosphorylation of terminal and internal alkynes with high isolated yields (up to 96%) and excellent regio- and stereo-selectivity (>99:1). The key factor was to apply a low-ligated palladium/triphenylphosphane (1:2) catalytic system in the presence of a catalytic amount of trifluoroacetic acid. The catalytic system so developed has been applied successfully to permit the formation of diverse alkenylphosphonates utilizing a variety of available H-phosphonates and alkynes.

引用

页码：2375 / 2381

页数：7

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