Molecular recognition in the palladium complex promoted asymmetric synthesis of a keto-ester heterofunctionalized P-chiral phosphine |
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Institution: | 1. Department of Chemistry, National University of Singapore, Kent Ridge 119260, Singapore;2. Department of Chemistry, Imperial College, London SW7 2AY, UK;1. Faculty of Agriculture and Life Science, Hirosaki University, 3-Bunkyo-cho, Hirosaki 036-8561, Japan;2. Institute of Natural Medicine, University of Toyama, Toyama 930-0194, Japan;1. Institute of Agriculture and Life Sciences, Davao Oriental State College of Science and Technology, Philippines;2. Faculty of Agriculture and Life Science, Hirosaki University, 3-Bunkyo-cho, Hirosaki, 036-8561, Japan;3. Laboratory of Applied Bioorganic Chemistry, Graduate School of Agricultural Science, Tohoku University, 468-1 Aramaki Aza-Aoba, Aoba-ku, Sendai, 980-8572, Japan |
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Abstract: | A chiral organopalladium complex promoted asymmetric Diels–Alder reaction between 1-phenyl-3,4-dimethyl-phosphole and methyl-trans-4-oxo-2-pentenoate gives the corresponding keto-carboxylate heterofunctionalized P-chiral phosphine ligand in which the keto group is stereoselectively located in the exo position of the phosphanorbornene skeleton. |
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