Chiral Molecular Recognition by Aluminum Tris(2,6-diphenylphenoxide) in an Asymmetric 1,4-Addition

Chiral Molecular Recognition by Aluminum Tris(2,6-diphenylphenoxide) in an Asymmetric 1,4-Addition

A precomplex of a chiral α,β‐unsaturated ester and a bulky aluminum oxide is crucial to setting the diastereoselectivity in the 1,4‐addition of a Grignard or organolithium reagent. This approach based on chiral recognition broadens the potential of the strategies relying on stoichiometric reagents....

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Veröffentlicht in:Angewandte Chemie International Edition 2004-02, Vol.43 (8), p.994-997
Hauptverfasser: Ito, Hirotsugu, Nagahara, Takashi, Ishihara, Kazuaki, Saito, Susumu, Yamamoto, Hisashi
Format: Artikel
Sprache:eng
Schlagworte:
aluminum
asymmetric synthesis
chiral auxiliaries
Michael addition
molecular recognition
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Zusammenfassung:A precomplex of a chiral α,β‐unsaturated ester and a bulky aluminum oxide is crucial to setting the diastereoselectivity in the 1,4‐addition of a Grignard or organolithium reagent. This approach based on chiral recognition broadens the potential of the strategies relying on stoichiometric reagents.
ISSN:1433-7851
1521-3773
DOI:10.1002/anie.200352809