Asymmetric allylic alkylation of cycloalkenediol diacetates using a chiral phosphine ligand bearing a carboxyl group |
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Institution: | 1. Institute of Chemistry, Technology and Metallurgy, Center for Chemistry, University of Belgrade, Njegoševa 12, PO Box 473, 11001 Belgrade, Serbia;2. Faculty of Chemistry, University of Belgrade, Studentski trg 12-16, PO Box 51, 11158 Belgrade, Serbia;1. Department of Radiology, College of Medicine, Yonsei University, Seoul 120-752, Republic of Korea;2. Department of Biomedical Engineering, Yonsei University, Wonju, Gangwondo 220-710, Republic of Korea;3. Nanomedical National Core Research Center, Yonsei University, Seoul 120-752, Republic of Korea;4. Department of Biomedical Engineering, Korea University, Seoul 136-703, Republic of Korea;5. YUHS-KRIBB Medical Convergence Research Institute, Seoul 120-752, Republic of Korea;1. Department of Chemistry, Innovative Drug Research Center, Shanghai University, Shanghai 200444, China;2. State Key Laboratory of Structural Chemistry, Fujian Institute of Research on the Structure of Matter, Chinese Academy of Sciences, Fuzhou, Fujian 350002, China;1. Den-Service d’Etude du Comportement des Radionucléides (SECR), CEA, Université Paris-Saclay, F-91191 Gif-sur-Yvette, France;2. R&D Division, Transfert Unit, Andra, F-92298 Châtenay-Malabry, France |
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Abstract: | Asymmetric induction in the allylic alkylation of cycloalkenediol diacetates was performed using a chiral alkylphosphine ligand bearing a carboxyl group, 3-(diphenylphosphino)butanoic acid. An increase in enantiomeric excess of the monoalkylated products of cis-cycloalkenediol diacetates was observed through a sequential asymmetric allylic alkylation–kinetic resolution process. |
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