Towards a General Understanding of Carbonyl-Stabilised Ammonium Ylide-Mediated Epoxidation Reactions

Novacek, Johanna; Roiser, Lukas; Zielke, Katharina; Robiette, Raphaël; Waser, Mario

doi:10.1002/chem.201602052

Towards a General Understanding of Carbonyl-Stabilised Ammonium Ylide-Mediated Epoxidation Reactions

Novacek, Johanna

;

Roiser, Lukas

;

Zielke, Katharina

;

Robiette, Raphaël

;

Waser, Mario

(2016) Chemistry: A European Journal — Vol. 22, n° 32, p. 11422-11428 (2016)

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Authors

Novacek, Johanna
Author
Roiser, Lukas
Author
Zielke, Katharina
Author
Robiette, RaphaëlUCLouvain
Author
Waser, Mario
Author

Abstract

(en) The key factors for carbonyl-stabilised ammonium ylide-mediated epoxidation reactions were systematically investigated by experimental and computational means and the hereby obtained energy profiles provide explanations for the observed experimental results. In addition, we were able to identify the first tertiary amine-based chiral auxiliary that allows for high enantioselectivities and high yields for such epoxidation reactions.

Affiliations

UCLouvainSST/IMCN/MOST - Molecular Chemistry, Materials and Catalysis

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Novacek, J., Roiser, L., Zielke, K., Robiette, R., & Waser, M. (2016). Towards a General Understanding of Carbonyl-Stabilised Ammonium Ylide-Mediated Epoxidation Reactions. Chemistry: A European Journal, 22(32), 11422-11428. https://doi.org/10.1002/chem.201602052 (Original work published 2016)