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DOI: 10.1055/a-1761-4495
Amino Imidate Catalyzed Asymmetric Michael Reactions of Ketones and Nitroalkenes
Authors
We thank The Wild Fund, University of York for funding (B.S.).
Abstract
The efficiency of an amino imidate organocatalyst was evaluated in the Michael reaction of ketones with nitroalkenes. tert-Butyl l-proline imidate was found to be a syn-selective catalyst, generating products with moderate to good enantioselectivities of up to 84% ee. The best substrates were found to be cyclic ketones and β-nitrostyrenes. The catalytic efficiency and enantioselectivity were enhanced by the addition of 10 mol% of benzoic acid.
Key words
asymmetric synthesis - organocatalysis - Michael reaction - amino imidates ketones - nitroalkanesSupporting Information
- Supporting information for this article is available online at https://doi.org/10.1055/a-1761-4495.
- Supporting Information (PDF)
Publication History
Received: 27 January 2022
Accepted after revision: 03 February 2022
Accepted Manuscript online:
04 February 2022
Article published online:
24 February 2022
© 2022. The Author(s). This is an open access article published by Thieme under the terms of the Creative Commons Attribution-NonDerivative-NonCommercial-License, permitting copying and reproduction so long as the original work is given appropriate credit. Contents may not be used for commercial purposes, or adapted, remixed, transformed or built upon. (https://creativecommons.org/licenses/by-nc-nd/4.0/).
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