Iridium-Catalyzed Asymmetric Hydrogenation of 2-Pyridyl Cyclic Imines: A Highly Enantioselective Approach to Nicotine Derivatives
- 2 January 2015
- journal article
- Published by American Chemical Society (ACS) in Journal of the American Chemical Society
- Vol. 137 (1), 90-93
- https://doi.org/10.1021/ja511422q
Abstract
A highly efficient asymmetric hydrogenation of cyclic imines containing a pyridyl moiety was established by using iridium catalysts with chiral spiro phosphine-oxazoline ligands. This process will facilitate the development of new nicotine-related pharmaceuticals. The introduction of a substituent at the ortho position of the pyridyl ring to reduce its coordinating ability ensures the success of the hydrogenation and excellent enantioselectivity.Funding Information
- National Natural Science Foundation of China
- Ministry of Education of the People's Republic of China (B06005)
- Ministry of Science and Technology of the People's Republic of China (2012CB821600)
- State Administration of Foreign Experts Affairs (B06005)
- Organization Department of the Communist Party of China Central Committee
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