Highly chemoselective synthesis of 1,2,3,4,5-pentasubstituted cyclohexanols under solvent-free condition

Acetophenone reacted with a series of aromatic aldehydes with grinding under catalysis of a double-component solid base system consisting of NaOH and K 2CO 3 to furnish highly chemoselectively 1,2,3,4,5-pentasubstituted cyclohexanols in 80–95% yield, and their composition and structure are identifie...

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Bibliographic Details
Published inTetrahedron letters Vol. 47; no. 32; pp. 5623 - 5627
Main Authors Luo, Xinxiang, Shan, Zixing
Format Journal Article
LanguageEnglish
Published OXFORD Elsevier Ltd 07.08.2006
Elsevier
Subjects
Chemistry
Chemistry, Organic
Physical Sciences
Science & Technology
MICHAEL REACTION
ALDOL
PYRIDINES
TRIKETONE
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Summary:Acetophenone reacted with a series of aromatic aldehydes with grinding under catalysis of a double-component solid base system consisting of NaOH and K 2CO 3 to furnish highly chemoselectively 1,2,3,4,5-pentasubstituted cyclohexanols in 80–95% yield, and their composition and structure are identified by spectral technologies and single crystal X-ray diffraction analysis, and a possible mechanism of the formation was suggested.
ISSN:0040-4039
1873-3581
DOI:10.1016/j.tetlet.2006.06.037