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Catalysis Science & Technology Vol - 2 Issue - 5

Catalysis Science & Technology Vol - 2 Issue - 4

Catalysis Science & Technology Vol - 2 Issue - 3

Catalysis Science & Technology Vol - 2 Issue - 2

Catalysis Science & Technology Vol -1

Organocatalytic synthesis of optically active heteroaromatic compounds

Content Provider	Royal Society of Chemistry (RSC)
Author	Albrecht, Łukasz Jørgensen, Karl Anker Ransborg, Lars Krogager
Copyright Year	2012
Abstract	This perspective presents recently developed enantioselective organocatalytic strategies for the formation of hydroxyalkyl- and aminoalkyl-substituted heteroaromatic compounds. These novel methodologies rely on multi-bond forming one-pot [3+2]-annulation reaction cascades applying 2,3-epoxy and 2,3-aziridine aldehydes as key intermediates. The possibility to employ 1,3-dinucleophilic reagents, i.e. 1,3-dicarbonyl compounds, thioamides, amidines, ureas, thioureas or 2-aminopyridines, leading to the formation of optically active furans, thiophenes, imidazoles, oxazoles, thiazoles or imidazo[1,2-a]pyridines is discussed. Furthermore, studies on the application of the methodology for the synthesis of 2,3-dihydrofurans and 2,3-dihydrobenzofurans, via either interruption of the sequence before dehydrative aromatization or structural modification of key intermediates, are also described. Finally, challenges related to regio-, chemo-, enantio- and diastereoselectivity and main benefits of the reaction sequences are outlined.
Starting Page	1089
Ending Page	1098
Page Count	10
File Format	HTM / HTML PDF
ISSN	20444753
Volume Number	2
Issue Number	6
Journal	Catalysis Science & Technology
DOI	10.1039/c2cy20101a
Language	English
Publisher	Royal Society of Chemistry
Access Restriction	Open
Subject Keyword	Aromatization Aromaticity Epoxide Optical rotation Annulation Aziridine Aminopyridine
Content Type	Text
Resource Type	Article
Subject	Catalysis

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