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Synfacts 2006(9): 0905-0905  
DOI: 10.1055/s-2006-949238
Metal-Catalyzed Asymmetric Synthesis and Stereoselective Reactions
© Georg Thieme Verlag Stuttgart · New York

Pd-TangPhos-Catalyzed Hydrogenation of N-Tosylimines

Contributor(s): Hisashi Yamamoto, Matthew B. Boxer
Q. Yang, G. Shang, W. Gao, J. Deng, X. Zhang*
The Pennsylvania State University, University Park, USA; Chendu Institute of Organic Chemistry and Graduate School of the Chinese Academy of Science, Beijing, P. R. of China
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Publication History

Publication Date:
23 August 2006 (online)

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Significance

This paper describes the group’s further utilization of their diphosphane ligands for hydrogenation. The rigid TangPhos proved superior in this reaction and gave extremely high ee values in many cases. 75 atm of H2 was needed for this reaction and only 1% of the catalyst was required. Multiple Rh and Pd precursor salts were tested and Pd(OCOCF3)2 gave the best results.