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Axial [6,6′-(2,4-pentadioxy)]-1,1′-biphenyl-2,2′-diamine (PD-BIPHAM): practical synthesis and applications in asymmetric hydrogenation |
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| Authors: | Chun-Jiang Wang Zhong-Ping Xu Huai-Long Teng |
| Affiliation: | a College of Chemistry and Molecular Sciences, Wuhan University, Hubei Province, 430072, PR China b State Key Laboratory of Elemento-organic Chemistry, Nankai University, Tianjing, 300071, PR China c School of Chemical Engineering and Pharmacy, Wuhan Institute of Technology, Wuhan, Hubei Province, 430073 PR China |
| Abstract: | A rapid, reliable, and atom-economical procedure for the novel axially biphenyl diamine, (R,R,Sax)-PD-BIPHAM 1, has been developed successfully by using highly efficient central-to-axial transformation strategy. The attractive feature of this methodology is that no tedious resolution was needed. The effectiveness of this new chiral skeleton was initially demonstrated by highly enantioselective hydrogenation of α-dehydroamino acid esters. |
| Keywords: | Axial biphenyl diamine Central chirality Axial chirality PD-BIPHAM Asymmetric hydrogenation |
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