Synthesis of enantiopure 1-substituted, 1,2-disubstituted, and 1,4,5-trisubstituted imidazoles from 1,2-amino alcohols

A highly versatile method for the preparation of enantiopure 1-substituted, 1,2-disubstituted, and 1,4,5-trisubstituted imidazoles was developed by using the cyclocondensation reaction of a 1,2-dicarbonyl compound, an aldehyde, a 1,2-amino alcohol, and ammonium acetate. [Display omitted]

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Bibliographic Details
Published inTetrahedron Vol. 62; no. 34; pp. 8199 - 8206
Main Authors Matsuoka, Yuki, Ishida, Yasuhiro, Sasaki, Daisuke, Saigo, Kazuhiko
Format Journal Article
LanguageEnglish
Published OXFORD Elsevier Ltd 21.08.2006
Elsevier
Subjects
1,2-Amino alcohol
Chemistry
Chemistry, Organic
Chiral pool
Cyclocondensation
Enantiopure
N-Substituted imidazole
Physical Sciences
Science & Technology
N-Substituted imidazole
Cyclocondensation
Chiral pool
Enantiopure
1,2-Amino alcohol
DESIGN
1,2-amino alcohol
ACIDS
CHIRAL IONIC LIQUIDS
COMPLEXES
N-substituted imidazole
N-HETEROCYCLIC CARBENES
SALTS
cyclocondensation
INHIBITION
LIGANDS
enantiopure
ESTERS
DERIVATIVES
chiral pool
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Summary:A highly versatile method for the preparation of enantiopure 1-substituted, 1,2-disubstituted, and 1,4,5-trisubstituted imidazoles was developed by using the cyclocondensation reaction of a 1,2-dicarbonyl compound, an aldehyde, a 1,2-amino alcohol, and ammonium acetate. [Display omitted]
ISSN:0040-4020
1464-5416
DOI:10.1016/j.tet.2006.05.079