Synergistic Catalysis: Enantioselective Addition of Alkylbenzoxazoles to Enals

A novel catalytic enantioselective methodology based on synergistic catalysis is reported. The strategy involves: 1) the metal‐Lewis‐acid activation of alkylazaarenes, and 2) the secondary‐amine activation of enals. Consequently, highly functionalized chiral alkylazaarenes were obtained in good yiel...

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Bibliographic Details
Published in:Chemistry : a European journal 2014-12, Vol.20 (51), p.16853-16857
Main Authors: Meazza, Marta, Ceban, Victor, Pitak, Mateusz B., Coles, Simon J., Rios, Ramon
Format: Article
Language:English
Subjects:
Activation
alkyl azaarenes
Catalysis
Catalysts
Chemistry
iminium catalysis
Methodology
Michael addition
palladium
Stereoselectivity
Strategy
synergistic catalysis
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Summary:A novel catalytic enantioselective methodology based on synergistic catalysis is reported. The strategy involves: 1) the metal‐Lewis‐acid activation of alkylazaarenes, and 2) the secondary‐amine activation of enals. Consequently, highly functionalized chiral alkylazaarenes were obtained in good yields and with reasonable stereoselectivity. In good company: A novel catalytic enantioselective methodology based on synergistic catalysis is reported. The strategy involves: 1) the metal‐Lewis‐acid activation of alkylazaarenes, and 2) the secondary‐amine activation of enals (see scheme). Consequently, highly functionalized chiral alkylazaarenes were obtained in good yields and with reasonable stereoselectivity.
ISSN:0947-6539
1521-3765
DOI:10.1002/chem.201404565