Enantiomerically pure amines as substrates for the Ti‐catalyzed hydroamination of alkynes

• Verfasst von: Pohlki, Frauke [VerfasserIn]
• Verfasst von: Doye, Sven [VerfasserIn]
• Titel: Enantiomerically pure amines as substrates for the Ti‐catalyzed hydroamination of alkynes
• Verf.angabe: Frauke Pohlki, Igor Bytschkov, Holger Siebeneicher, Andreas Heutling, Wilfried A. König, and Sven Doye
• Umfang: 6 S.
• Fussnoten: Gesehen am 22.03.2018
• Titel Quelle: Enthalten in: European journal of organic chemistry
• Jahr Quelle: 2004
• Band/Heft Quelle: (2004), 9, S. 1967-1972
• ISSN Quelle: 1099-0690
• DOI: doi:10.1002/ejoc.200300522
• Datenträger: Online-Ressource
• Sprache: eng
• K10plus-PPN: 1571356800

Abstract

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.