Formation of new phosphates from aldehydes by a DBU-catalysed phospha-Brook rearrangement in a polar solvent

被引：70

作者：

El Kaïm, L ^{[1
]}

Gaultier, L ^{[1
]}

Grimaud, L ^{[1
]}

Dos Santos, A ^{[1
]}

机构：

[1] Ecole Natl Super Tech Avancees, Lab Chim Procedes, F-75739 Paris, France

来源：

SYNLETT | 2005年 / 15期

关键词：

Pudovik reaction; dialkylphosphite; phosphate esters; phospha-Brook rearrangement;

D O I：

10.1055/s-2005-872670

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Addition of dialkylphosphites to aromatic aldehydes (Pudovik reaction) by treatment with a base results in two different possible reaction pathways depending on the solvent used. Apolar solvents give the normal Pudovik adduct, whereas the use of DBU in a polar solvent allows the formation of a phosphate ester via phospha-Brook rearrangement of the intermediate hydroxyphosphonate.

引用

页码：2335 / 2336

页数：2

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