One-pot synthesis of functionalized piperid-4-ones: A four-component condensation

被引：24

作者：

Clarke, Paul A. ^{[2
]}

Zaytsev, Andrey V. ^{[2
]}

Morgan, Tyson W. ^{[2
]}

Whitwood, Adrian C. ^{[2
]}

Wilson, Claire ^{[1
]}

机构：

[1] Univ Nottingham, Sch Chem, Nottingham NG7 2RD, England

[2] Univ York, Dept Chem, York YO10 5DD, N Yorkshire, England

来源：

ORGANIC LETTERS | 2008年 / 10卷 / 13期

基金：

英国工程与自然科学研究理事会;

关键词：

D O I：

10.1021/ol801051g

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

The one-pot synthesis of highly substituted piperid-4-ones has been achieved. Diketene is added to a tosyl imine in the presence of TiCl4 and MeOH, followed by 1 equiv of aldehyde to generate 2,6-disubstituted nonsymmetrical piperid-4-ones as a mixture of cis-/trans-diastereomers in good yields. This mixture of diastereomers can be converted to a single 2,6-cis-diastereomer by epimerization with K2O3.

引用

页码：2877 / 2880

页数：4

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