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N-Carbamate protected amino acid derived guanidine organocatalysts
Al-Taie, Zahraa S Anderson, Joseph M Bischoff, Laura Christensen, Jeppe Coles, Simon J Froom, Richard Gibbard, Mari E de Kleijne, FFJ Murphy, Patrick J
Al-Taie, Zahraa S
Anderson, Joseph M
Bischoff, Laura
Christensen, Jeppe
Coles, Simon J
Froom, Richard
Gibbard, Mari E
de Kleijne, FFJ
Murphy, Patrick J
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2021-04-02
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Abstract
We report the preparation of a range of N-protected amino acid derived guanidine organocatalysts and their application to the Michael addition of 2-hydroxy-1,4-napthoquinone to β-nitrostyrene, achieving a maximum ee of 26%. Whilst these catalysts gave poor ees, the structural variation together with the X-ray crystallographic study of the intra- and intermolecular hydrogen bonding reported suggest that the C2-symmetric catalyst are lead compounds for the further development of this methodology.
Citation
Al-Taie, Z.S, Anderson, J.M., Bischoff, L. et al. (2021) N-Carbamate protected amino acid derived guanidine organocatalysts. Tetrahedron, 89, Article number 132093. https://doi.org/10.1016/j.tet.2021.132093
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Journal article
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en
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This is an accepted manuscript of an article published by Elsevier in Tetrahedron, available online: https://doi.org/10.1016/j.tet.2021.132093
The accepted version of the publication may differ from the final published version.
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0040-4020