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Atropo-enantioselective synthesis of a C3-symmetric tripodal ligand with three axially chiral biaryl subunits
Institution:1. Department of Chemistry and Biochemistry, Loyola University Chicago, Chicago, IL 60660, United States;2. Department of Chemistry, Purdue University, West Lafayette, IN 47907, United States;1. Faculty of Pharmaceutical Sciences, Tokyo University of Science, 2641 Yamazaki, Noda, Chiba 278-8510, Japan;2. API Department, CMC Center, Kaken Pharmaceutical Co., LTD, 301 Gensuke, Fujieda, Shizuoka 426-8646, Japan;3. Imaging Frontier Center, Research Institute for Science and Technology, Tokyo University of Science, 2641 Yamazaki, Noda, Chiba 278-8510, Japan;1. Department of Chemistry, University of California, Berkeley, CA 94720, United States;2. Ecole Polytechnique Fédérale de Lausanne (EPFL), Institut des Sciences et Ingénierie Chimiques, CH-1015 Lausanne, Switzerland;1. Department of Chemistry, Indian Institute of Technology Patna, Patna 800 013, Bihar, India;2. Department of Chemistry, Indian Institute of Technology Madras, Chennai 600 036, Tamil Nadu, India;3. Chemical Laboratory, Central Leather Research Institute, Adyar, Chennai 600 020, Tamil Nadu, India
Abstract:In contrast to the numerous successful applications of C2-symmetric biaryls as powerful tools for asymmetric synthesis, there have so far been only few reports on combinations of C3-symmetry with axial chirality. We present here the first enantioselective synthesis of a novel family of tripodal ligands containing three axially chiral biaryl subunits in an (M,M,M)- or, optionally, (P,P,P)-configured form. The incorporation of a PCl2- and a TiCl-fragment into the central cavity was achieved.
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