Synthesis of a bipyridine-derived achiral thiourea trifluoromethanesulfonic acid salt and its application as an additive in organocatalytic asymmetric reactions

Date

2013-10-16

Author

Demir, Ayhan Sıtkı
BAŞÇEKEN, SİNAN

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The host-guest complex of a proline-thiourea bipyridine trifluoromethanesulfonic acid salt can catalyze organocatalytic asymmetric reactions such as aldol, Michael, and Mannich in polar protic medium with high stereoselectivities. The privileged bipyridine backbone and the thiourea motif are essential to the activity and enantioselectivity through hydrogen bonding interactions.

Subject Keywords

Host-guest complex, Proline-thiourea interaction, Asymmetric aldol reaction, Enantioselective Michael reaction, Asymmetric Mannich reaction

URI

https://hdl.handle.net/11511/58011

Journal

TETRAHEDRON LETTERS

DOI

https://doi.org/10.1016/j.tetlet.2013.08.004

Collections

Department of Chemistry, Article

Citation Formats

A. S. Demir and S. BAŞÇEKEN, “Synthesis of a bipyridine-derived achiral thiourea trifluoromethanesulfonic acid salt and its application as an additive in organocatalytic asymmetric reactions,” TETRAHEDRON LETTERS, vol. 54, no. 42, pp. 5677–5681, 2013, Accessed: 00, 2020. [Online]. Available: https://hdl.handle.net/11511/58011.