C2-Symmetric bipyrrolidines as organocatalysts for asymmetric Diels-Alder reactions |
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| Authors: | Yuanhui Ma Shangbin Jin Chenguang Li Wanbin Zhang |
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| Institution: | a School of Chemistry and Chemical Technology, Shanghai Jiao Tong University, 800 Dongchuan Road, Shanghai 200240, PR China
b Department of Chemistry, University of Utah, Salt Lake City, UT 84112, United States |
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| Abstract: | A new class of C2-symmetric 3,3′-dialkoxy-2,2′-bipyrrolidines have been designed and developed for asymmetric organocatalytic Diels-Alder reactions of α,β-unsaturated aldehydes. The bipyrrolidines combined with HClO4 were found to be effective organocatalysts for enantioselective Diels-Alder reactions. The catalysis mode has been demonstrated by NMR and X-ray crystallographic studies for diiminium intermediate. |
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| Keywords: | Bipyrrolidines C2-Symmetry Organocatalyst Diels-Alder reaction |
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