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Synthesis of a Novel Chiral Binaphthyl Phospholane and Its Application in the Highly Enantioselective Hydrogenation of Enamides

Dengming Xiao, Zhaoguo Zhang and Xumu Zhang

*Department of Chemistry, The Pennsylvania State University, University Park, Pennsylvania 16802, Email: zhangxmsustc.edu.cn

D. Xiao, Z. Zhang, X. Zhang, Org. Lett., 1999, 1, 1679-1681.

DOI: 10.1021/ol991074m (free Supporting Information)


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Abstract

(R,R)-binaphane possesses both binaphthyl chirality and phospholane functionality. Excellent enantioselectivities have been observed in hydrogenation of an isomeric mixture of (E)- and (Z)-β-substituted-α-arylenamides by using a Rh-binaphane catalyst.

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Synthesis of Chiral Hydroxyl Phospholanes from D-mannitol and Their Use in Asymmetric Catalytic Reactions

W. Li, Z. Zhang, D. Xiao, X. Zhang, J. Org. Chem., 2000, 65, 3489-3496.


Key Words

Hydrogenation, Hydrogen


ID: J54-Y1999