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Proline derived guanidine catalysts forge extensive H-bonded architectures: a solution and solid state study

Al-Taie, Zahraa S
Anetts, Simon R
Christensen, Jeppe
Coles, Simon J
Horton, Peter N
Evans, Daniel M
de Kleijne, Frank FJ
Ledbetter, Shaun M
Mehdar, Yassin TH
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Abstract
The preparation of a range of amino acid derived guanidine organocatalysts is reported together with their application to the Michael addition of 2-hydroxy-1,4-napthoquinone to b-nitrostyrene, achieving a maximum ee of 56%. Some insight into the mechanism was sought by using X-ray crystallography and a detailed study of the intra- and intermolecular hydrogen bonding is reported.
Citation
Al-Taie, Z.S., Anetts, S.R., Christensen, J. et al. (2020) Proline derived guanidine catalysts forge extensive H-bonded architectures: a solution and solid state study, RSC Advances, 38 (10), pp. 22397-–22416. https://doi.org/10.1039/C9RA07508A
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en
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© 2020 The Authors. Published by Royal Society of Chemistry. This is an open access article available under a Creative Commons licence. The published version can be accessed at the following link on the publisher’s website: https://doi.org/10.1039/C9RA07508A
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2046-2069
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2046-2069
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