Bifunctional Organocatalysts for Enantioselective aza-Morita−Baylis−Hillman Reaction
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- 1 March 2005
- journal article
- research article
- Published by American Chemical Society (ACS) in Journal of the American Chemical Society
- Vol. 127 (11) , 3680-3681
- https://doi.org/10.1021/ja0500254
Abstract
The efficient and novel bifunctional organocatalyst for the enantioselective aza-Morita−Baylis−Hillman (aza-MBH) reaction has been established with (S)-3-(N-isopropyl-N-3-pyridinylaminomethyl)BINOL for the first time. The reaction proved to be deeply influenced by the position of the Lewis base attached to BINOL. The acid−base-mediated functionalities for the activation of the substrate and the fixing of conformation of the organocatalyst are harmoniously performed to promote the reaction with high enantiocontrol.Keywords
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