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- Title
An Aminopyridinato Titanium Catalyst for the Intramolecular Hydroaminoalkylation of Secondary Aminoalkenes.
- Authors
Dörfler, Jaika; Bytyqi, Besnik; Hüller, Sascha; Mann, Nicola M.; Brahms, Christian; Schmidtmann, Marc; Doye, Sven
- Abstract
The easily accessible 2-(methylamino)pyridinato titanium complex initially synthesized by Kempe is used as catalyst for efficient intramolecular hydroaminoalkylation reactions of secondary aminoalkenes. The corresponding reactions of N-aryl-substituted 1-aminohept-6-enes and 1-aminohex-5-enes directly give access to 2-methylcyclohexyl- or 2-methylcyclopentylamines in good yields. In addition, intramolecular hydroaminoalkylations of an N-alkyl-substituted secondary aminoalkene and a geminally β-disubstituted substrate are described for the first time. While all products are formed as mixtures of two diastereoisomers, better trans/ cis ratios are observed during the formation of 2-methylcylopentylamines.
- Subjects
TITANIUM catalysts; DIASTEREOISOMERS; ALKYLATION; ARYL halides; CYTOMEGALOVIRUSES; CYCLOHEXYLAMINE
- Publication
Advanced Synthesis & Catalysis, 2015, Vol 357, Issue 10, p2265
- ISSN
1615-4150
- Publication type
Article
- DOI
10.1002/adsc.201500287