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Anti-selective and regioselective aldol addition of ketones with aldehydes using MgI2 as promoter

Authors :
Han-Xun Wei
Paul W. Paré
Richard L. Jasoni
Huawa Shao
Jiali Hu
Source :
Tetrahedron. 60:11829-11835
Publication Year :
2004
Publisher :
Elsevier BV, 2004.

Abstract

The first example of a direct aldehyde–ketone coupling using the secondary amine piperidine as base in the presence of MgI2 to generate high selectivity of anti-aldol products from unmodified ethyl ketones in high yield is reported. The coupling reactions were carried out in a one-pot reaction by mixing four reaction components at room temperature. In the case of unsymmetrical ketones, addition was made to the less hindered α-side.

Details

ISSN :
00404020
Volume :
60
Database :
OpenAIRE
Journal :
Tetrahedron
Accession number :
edsair.doi.dedup.....c74d29f3601b7eefc01ea687cc531d50