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Volume 27
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10.3390/molecules27227787
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Article

Organocatalytic Enantioselective Michael Reaction of Aminomaleimides with Nitroolefins Catalyzed by Takemoto’s Catalyst

by
Hongwen Mu
1,2,
Yan Jin
2,
Rongrong Zhao
1,
Liming Wang
1,* and
Ying Jin
1,2,*
1
Department of Pharmacy, Jilin Medical University, Jilin 132013, China
2
College of Science, Yanbian University, Yanji 133000, China
*
Authors to whom correspondence should be addressed.
Molecules 2022, 27(22), 7787; https://doi.org/10.3390/molecules27227787
Submission received: 26 October 2022 / Revised: 6 November 2022 / Accepted: 7 November 2022 / Published: 12 November 2022
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Abstract

Known as electrophiles, maleimides are often used as acceptors in Michael additions to produce succinimides. However, reactions with maleimides as nucleophiles for enantioselective functionalization are only rarely performed. In this paper, a series of bifunctional Takemoto’s catalysts were used to organocatalyze the enantioselective Michael reaction of aminomaleimides with nitroolefins. The resulting products were obtained in good yields (76–86%) with up to 94% enantiomer excess (ee). The catalyst type and the substrate scope were broadened using this methodology.
Keywords: Takemoto’s catalyst; enantioselective; Michael addition; aminomaleimides; nitroolefins Takemoto’s catalyst; enantioselective; Michael addition; aminomaleimides; nitroolefins

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MDPI and ACS Style

Mu, H.; Jin, Y.; Zhao, R.; Wang, L.; Jin, Y. Organocatalytic Enantioselective Michael Reaction of Aminomaleimides with Nitroolefins Catalyzed by Takemoto’s Catalyst. Molecules 2022, 27, 7787. https://doi.org/10.3390/molecules27227787

AMA Style

Mu H, Jin Y, Zhao R, Wang L, Jin Y. Organocatalytic Enantioselective Michael Reaction of Aminomaleimides with Nitroolefins Catalyzed by Takemoto’s Catalyst. Molecules. 2022; 27(22):7787. https://doi.org/10.3390/molecules27227787

Chicago/Turabian Style

Mu, Hongwen, Yan Jin, Rongrong Zhao, Liming Wang, and Ying Jin. 2022. "Organocatalytic Enantioselective Michael Reaction of Aminomaleimides with Nitroolefins Catalyzed by Takemoto’s Catalyst" Molecules 27, no. 22: 7787. https://doi.org/10.3390/molecules27227787

APA Style

Mu, H., Jin, Y., Zhao, R., Wang, L., & Jin, Y. (2022). Organocatalytic Enantioselective Michael Reaction of Aminomaleimides with Nitroolefins Catalyzed by Takemoto’s Catalyst. Molecules, 27(22), 7787. https://doi.org/10.3390/molecules27227787

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