Direct Conversion of Benzylic and Allylic Alcohols to Phosphonates

被引：60

作者：

Barney, Rocky J. ^{[1
]}

Richardson, Rebekah M. ^{[1
]}

Wiemer, David F. ^{[1
]}

机构：

[1] Univ Iowa, Dept Chem, Iowa City, IA 52242 USA

来源：

JOURNAL OF ORGANIC CHEMISTRY | 2011年 / 76卷 / 08期

基金：

美国国家卫生研究院; 美国国家科学基金会;

关键词：

BETA-KETO PHOSPHONATES; GERANYL STILBENES; SCHWEINFURTHIN-F; ANALOGS; ETHERS; ALKYL; ACID; CONVENIENT; CLEAVAGE;

D O I：

10.1021/jo200137k

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Benzyl phosphonate esters often serve as reagents in Horner-Wadsworth-Emmons reactions. In most cases, they can be prepared from benzylic alcohols via formation of the corresponding halide followed by an Arbuzov reaction. To identify a more direct synthesis of phosphonate esters, we have developed a one-flask procedure for conversion of benzylic and allylic alcohols to the corresponding phosphonates through treatment with triethyl phosphite and ZnI2.

引用

页码：2875 / 2879

页数：5

共 54 条

[51] Total Synthesis of (+)-Schweinfurthins B and E [J].