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Anti-Markovnikov Hydroamination of Terminal Alkynes

Annegret Tillack, Ivette Garcia Castro, Christian G. Hartung, Matthias Beller*

*Institut für Organische Katalyseforschung (IfOK) Universität Rostock e.V. Buchbinderstraße 5-6, 18055 Rostock (Deutschland), Email: matthias.bellerifok.uni-rostock.de

A. Tillack, I. G. Castro, C. G. Hartung, M. Beller, Angew. Chem. Int. Ed., 2002, 41, 2541-2543.

DOI: 10.1002/1521-3773(20020715)41:14<2541::AID-ANIE2541>3.0.CO;2-7


Abstract

Readily available and stable titanocene-alkyne complexes can be used for the hydroamination of internal and terminal alkynes. The reactions of terminal alkynes with aliphatic amines proceed highly selectively to give the corresponding primary anti-Markovnikov functionalized imines in good to excellent yields.

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Key Words

alkynes, homogeneous catalysis, hydroamination, metallocenes, titanium, imines


ID: J06-Y2002-760