Enantioselective Stetter reactions of enals and modified chalcones catalyzed by N-heterocyclic carbenes

New trick for an old cat.: Triazolium-based N-heterocyclic carbenes (NHCs) catalyze the selective generation of acyl anion equivalents for the title reaction. The stereoelectronic properties of the enal-derived Breslow intermediates and the unique reactivity of the modified chalcones are crucial for...

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Bibliographic Details
Main Authors: Fang, Xinqiang, Chen, Xingkuan, Lv, Hui, Chi, Robin Yonggui
Other Authors: School of Physical and Mathematical Sciences
Format: Article
Language:English
Published: 2014
Subjects:
Online Access:https://hdl.handle.net/10356/104207
http://hdl.handle.net/10220/19457
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Institution: Nanyang Technological University
Language: English
Description
Summary:New trick for an old cat.: Triazolium-based N-heterocyclic carbenes (NHCs) catalyze the selective generation of acyl anion equivalents for the title reaction. The stereoelectronic properties of the enal-derived Breslow intermediates and the unique reactivity of the modified chalcones are crucial for the Stetter reactions to occur. EWG=electron- withdrawing group.