Design of Efficient Chiral Bifunctional Phase-Transfer Catalysts Possessing an Amino Functionality for Asymmetric Aminations

An efficient, chiral bifunctional phase-transfer catalyst with an intramolecular amino functionality has been designed and successfully applied to highly enantioselective amination of 3-aryloxindoles and 3-arylbenzofuran-2­(3H)-ones with bis­(adamantyl) azodicarboxylate. Optically active amination p...

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Bibliographic Details
Published in:ACS catalysis 2019-01, Vol.9 (1), p.78-82
Main Authors: Paria, Suva, Kang, Qi-Kai, Hatanaka, Miho, Maruoka, Keiji
Format: Article
Language:English
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Summary:An efficient, chiral bifunctional phase-transfer catalyst with an intramolecular amino functionality has been designed and successfully applied to highly enantioselective amination of 3-aryloxindoles and 3-arylbenzofuran-2­(3H)-ones with bis­(adamantyl) azodicarboxylate. Optically active amination products were generally obtained in high yield with high enantioselectivity. The origin of stereoselectivity was explained by means of the DFT calculations.
ISSN:2155-5435
2155-5435
DOI:10.1021/acscatal.8b03292