Journal
ADVANCED SYNTHESIS & CATALYSIS
Volume 350, Issue 13, Pages 2099-2103Publisher
WILEY-V C H VERLAG GMBH
DOI: 10.1002/adsc.200800353
Keywords
alkylation; amines; homogeneous catalysis; hydrogen transfer; ruthenium
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Funding
- State of Mecklenburg-Western Pomerania
- BMBF (Bundesministerium fur Bildung und Forschung)
- Deutsche Forschungsgemeinschaft DFG [BE 1937/16-1]
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The chemoselective N-alkylation of tert-alkylamines applying aliphatic amines is described for the first time. In the presence of the Shvo catalyst 1, tert-octylamine 4 and 1-adamantylamine 5 are alkylated using primary, secondary, and even tertiary amines to give the corresponding monoalkylated tert-alkylamine in moderate to very good yields and excellent selectivity. This novel reaction proceeds without an additional hydrogen source and ammonia is formed as the only by-product.
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