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Synfacts 2006(1): 0043-0043  
DOI: 10.1055/s-2005-921681
Metal-Catalyzed Asymmetric Synthesis and Stereoselective Reactions
© Georg Thieme Verlag Stuttgart · New York

Asymmetric Catalytic Hydrogenation of Enamines

Contributor(s): Mark Lautens, Josephine Yuen
K. B. Hansen*, T. Rosner*, M. Kubryk, P. G. Dormer, J. D. Armstrong, III
Merck Research laboratories, Rahway, NJ, USA
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Publication History

Publication Date:
16 December 2005 (online)

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Significance

The catalytic hydrogenation of enamine amides and esters using the ferrocenyl-based ligand 1 and [(cod)RhCl]2 often suffers from product inhibition, due to the formation of an unprotected amine. Resolution of this problem is achieved by an in situ protection using (Boc)2O, which can be easily removed if required.