ASYMMETRIC-SYNTHESIS OF ALPHA-HYDROXY-PHOSPHONAMIDES, PHOSPHONATES AND PHOSPHONIC-ACIDS

被引：59

作者：

BLAZIS, VJ ^{[1
]}

KOELLER, KJ ^{[1
]}

SPILLING, CD ^{[1
]}

机构：

[1] UNIV MISSOURI,DEPT CHEM,ST LOUIS,MO 63121

来源：

TETRAHEDRON-ASYMMETRY | 1994年 / 5卷 / 04期

关键词：

D O I：

10.1016/0957-4166(94)80002-2

中图分类号：

O61 [无机化学];

学科分类号：

070301 ; 081704 ;

摘要：

The addition of the anion of the bicyclic chiral phosphorous acid diamide 1a to aldehydes in THF solution gave alpha-hydroxy phosphonamides in good yield and good diastereoselectivity (54-93% de). The phosphonamides were hydrolyzed with aqueous HCl in dioxane to give alpha-hydroxy phosphonic acids. Methylation of the resulting phosphonic acids with diazomethane gave alpha-hydroxy dimethyl phosphonates without loss of stereochemical integrety.

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页码：499 / 502

页数：4

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