Asymmetric Catalysis of Diels-Alder Cycloaddition of 2-Alkenoyl Pyridine with Cyclopentadiene by Binaphthol-Titanium Complex

Li      Wang; Ji      Zhang; Na      Wang; Xin-Bin      Yang; Qin      Wang; Xiao-Qi      Yu

doi:10.2174/157017809788681419

Abstract

Asymmetric Diels-Alder reactions between aza-chalcone and cyclopentadiene (CP) catalyzed by the binaphthol-titanium (BINOL – Ti) in the presence of HMPA (80 mole %) were studied. The products were obtained with up to 87% ees.

Keywords: Diels-Alder reaction, 2-alkenoyl pyridine, binaphthol-titanium complex, catalyst, aza-chalcone, cycloaddition

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Letters in Organic Chemistry

Title: Asymmetric Catalysis of Diels-Alder Cycloaddition of 2-Alkenoyl Pyridine with Cyclopentadiene by Binaphthol-Titanium Complex

Volume: 6 Issue: 5

Author(s): Li Wang, Ji Zhang, Na Wang, Xin-Bin Yang, Qin Wang and Xiao-Qi Yu

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Keywords: Diels-Alder reaction, 2-alkenoyl pyridine, binaphthol-titanium complex, catalyst, aza-chalcone, cycloaddition

Abstract: Asymmetric Diels-Alder reactions between aza-chalcone and cyclopentadiene (CP) catalyzed by the binaphthol-titanium (BINOL – Ti) in the presence of HMPA (80 mole %) were studied. The products were obtained with up to 87% ees.

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Wang Li, Zhang Ji, Wang Na, Yang Xin-Bin, Wang Qin and Yu Xiao-Qi, Asymmetric Catalysis of Diels-Alder Cycloaddition of 2-Alkenoyl Pyridine with Cyclopentadiene by Binaphthol-Titanium Complex, Letters in Organic Chemistry 2009; 6 (5) . https://dx.doi.org/10.2174/157017809788681419