Phosphoric acid mediated tautomerism of imines: addition of a secondary enamine intermediate to aldehydes

A phosphoric acid derivative has been shown to promote the addition between an imine and several aldehyde substrates through an enamine intermediate to give cross-aldol condensation products. The reaction scope and preliminary mechanistic investigations will be presented.

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Bibliographic Details
Published inTetrahedron letters Vol. 55; no. 19; pp. 3100 - 3103
Main Authors Davis, Lindsey O., Putri, Marcella A., Meyer, Caitlin L., Durant, Christopher P.
Format Journal Article
LanguageEnglish
Published OXFORD Elsevier Ltd 07.05.2014
Elsevier
Subjects
Aldehydes
Aldol condensation
Aza-ene reaction
Chemistry
Chemistry, Organic
Condensates
Derivatives
Imines
Organocatalysis
Phosphoric acid
Physical Sciences
Science & Technology
Tetrahedrons
Phosphoric acid
Aza-ene reaction
Organocatalysis
Aldol condensation
ACTIVATION
ALDOL REACTION
CHIRAL BRONSTED ACID
CATALYSTS
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Summary:A phosphoric acid derivative has been shown to promote the addition between an imine and several aldehyde substrates through an enamine intermediate to give cross-aldol condensation products. The reaction scope and preliminary mechanistic investigations will be presented.
Bibliography:National Science Foundation
ObjectType-Article-1
SourceType-Scholarly Journals-1
ObjectType-Feature-2
content type line 23
ISSN:0040-4039
1873-3581
DOI:10.1016/j.tetlet.2014.04.002