A Powerful Hydrogen-Bond-Donating Organocatalyst for the Enantioselective Intramolecular Oxa-Michael Reaction of [alpha],[beta]-Unsaturated Amides and Esters

A Powerful Hydrogen-Bond-Donating Organocatalyst for the Enantioselective Intramolecular Oxa-Michael Reaction of [alpha],[beta]-Unsaturated Amides and Esters

Tuning the organocatalyst: An unprecedented enantioselective intramolecular oxa-Michael reaction of unactivated α,[beta]-unsaturated amides and esters catalyzed by a powerful hydrogen-bond-donating organocatalyst has been developed. Furthermore, the products obtained from this reaction have been use...

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Veröffentlicht in:Angewandte Chemie International Edition 2013-10, Vol.52 (42), p.11114
Hauptverfasser: Kobayashi, Yusuke, Taniguchi, Yamato, Hayama, Noboru, Inokuma, Tsubasa, Takemoto, Yoshiji
Format: Artikel
Sprache:eng
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Zusammenfassung:Tuning the organocatalyst: An unprecedented enantioselective intramolecular oxa-Michael reaction of unactivated α,[beta]-unsaturated amides and esters catalyzed by a powerful hydrogen-bond-donating organocatalyst has been developed. Furthermore, the products obtained from this reaction have been used for the straightforward asymmetric synthesis of several natural products and biologically important compounds.
ISSN:1433-7851
1521-3773
DOI:10.1002/anie.201305492