N-Carbamate protected amino acid derived guanidine organocatalysts
AuthorsAl-Taie, Zahraa S
Anderson, Joseph M
Coles, Simon J
Gibbard, Mari E
Jones, Leigh F
de Kleijne, FFJ
Murphy, Patrick J
Thompson, Emma C
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AbstractWe 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.
CitationAl-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
DescriptionThis 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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