Phosphoramide chiral catalysts for environmentally friendly asymmetric organocatalytic processes

Kozma Viktória and Szőllősi György: Phosphoramide chiral catalysts for environmentally friendly asymmetric organocatalytic processes.

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Abstract

Phosphoramides and thiophosphoramides were prepared from optically pure 1,2-diamines and were used as chiral organocatalysts in the asymmetric Michael additions of different Michaeldonors to N-substituted maleimides. The 1,2-diphenylethane-1,2-diamine derived thiophosphoramide, which could be prepared in good yield in a one-step procedure, was found to be excellent catalyst in the addition of aldehydes to various maleimide derivatives. Products resulted in reactions of ketones with maleimides were also obtained in high yields and enantioselectivities. The thiophosphoramide derivative was efficient in the asymmetric conjugate addition of other carbonyl compounds, such as -diketones and -keto esters, as well. Investigations of these reactions led to valuable conclusions as concerns the structural requirements of the catalyst and reactants needed for obtaining high activities and stereoselectivities. Due to the low catalyst amount and the solvent applied, these reactions could be carried out in a more environmentally benign way as with the previously used chiral organocatalysts.

Item Type: Conference or Workshop Item
Journal or Publication Title: Proceedings of the International Symposium on Analytical and Environmental Problems
Date: 2020
Volume: 26
ISBN: 978-963-306-771-0
Page Range: pp. 35-39
Language: English
Event Title: International Symposium on Analytical and Environmental Problems (26.) (2020) (Szeged)
Related URLs: http://acta.bibl.u-szeged.hu/73792/
Uncontrolled Keywords: Környezetkémia
Additional Information: Bibliogr.: p. 38-39. ; összefoglalás angol nyelven
Subjects: 01. Natural sciences
01. Natural sciences > 01.04. Chemical sciences
Date Deposited: 2021. Nov. 16. 13:21
Last Modified: 2022. Aug. 08. 15:39
URI: http://acta.bibl.u-szeged.hu/id/eprint/73946

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