Readily Accessible 9-epi-amino Cinchona Alkaloid Derivatives Promote Efficient, Highly Enantioselective Additions of Aldehydes and Ketones to Nitroolefins

Simple cinchona alkaloid derivatives, available via a one-pot procedure from commercially available starting materials, have been shown to promote highly enantio- and diastereoselective Michael-type addition reactions between enolizable carbonyl compounds and nitroalkenes of broad scope. The influen...

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Veröffentlicht in:Organic letters 2007-02, Vol.9 (4), p.599-602
Hauptverfasser: McCooey, Séamus H, Connon, Stephen J
Format: Artikel
Sprache:eng
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Zusammenfassung:Simple cinchona alkaloid derivatives, available via a one-pot procedure from commercially available starting materials, have been shown to promote highly enantio- and diastereoselective Michael-type addition reactions between enolizable carbonyl compounds and nitroalkenes of broad scope. The influence of both the absolute and relative stereochemistry at C-9 on catalyst performance has also been assessed.
ISSN:1523-7060
1523-7052
DOI:10.1021/ol0628006