Enantiomerically pure amines as substrates for the Ti‐catalyzed hydroamination of alkynes
Abstract: For two representative reactions employing enantiomerically pure (S)?1?phenylethylamine and (S)-1-cyclohexylethylamine it is shown that Ti-catalyzed hydroamination reactions of alkynes do not generally take place without partial racemization at the chiral center adjacent to the nitrogen at...
Gespeichert in:
| Hauptverfasser: | , |
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| Dokumenttyp: | Article (Journal) |
| Sprache: | Englisch |
| Veröffentlicht: |
13 April 2004
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| In: |
European journal of organic chemistry
Year: 2004, Heft: 9, Pages: 1967-1972 |
| ISSN: | 1099-0690 |
| DOI: | 10.1002/ejoc.200300522 |
| Online-Zugang: | Verlag, Pay-per-use, Volltext: http://dx.doi.org/10.1002/ejoc.200300522 Verlag, Pay-per-use, Volltext: https://onlinelibrary.wiley.com/doi/abs/10.1002/ejoc.200300522 
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| Verfasserangaben: | Frauke Pohlki, Igor Bytschkov, Holger Siebeneicher, Andreas Heutling, Wilfried A. König, and Sven Doye |
MARC
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| 245 | 1 | 0 | |a Enantiomerically pure amines as substrates for the Ti‐catalyzed hydroamination of alkynes |c Frauke Pohlki, Igor Bytschkov, Holger Siebeneicher, Andreas Heutling, Wilfried A. König, and Sven Doye |
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| 520 | |a Abstract: For two representative reactions employing enantiomerically pure (S)?1?phenylethylamine and (S)-1-cyclohexylethylamine it is shown that Ti-catalyzed hydroamination reactions of alkynes do not generally take place without partial racemization at the chiral center adjacent to the nitrogen atom. However, identified from a selection of nine Ti catalysts, Cp*2TiMe2 and at least two other catalysts can be used for racemization-free hydroamination reactions of alkynes. Furthermore, the amount of racemization can be reduced significantly by the addition of pyridine to the reaction mixture. | ||
| 650 | 4 | |a Asymmetric synthesis | |
| 650 | 4 | |a Alkynes | |
| 650 | 4 | |a Homogeneous catalysis | |
| 650 | 4 | |a Titanium | |
| 650 | 4 | |a Aminations | |
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