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Structure elucidation of benzopyran-2-ol in solution and in solid state following the reduction of coumarin by DIBAL-H
Affiliation:1. Équipe de chimie thérapeutique, faculté de médecine et de pharmacie, université de Franche-Comté, 25030 Besançon cedex, France;2. Laboratoire de synthèse et d’électrosynthèse organométallique (UMR 5632), faculté des sciences Gabriel, université de Bourgogne, 21000 Dijon, France;1. Physicalchemistry Departamental Section, Faculty of Pharmacy and Food Sciences, University of Barcelona, Barcelona, Spain;2. IN2UB, Barcelona, Spain;3. AU-CSIC. Av. Joan XXIII, 27-31, 08028, Barcelona, Spain;1. Institute of Analytical Chemistry for Life Science, Nantong University, Nantong 226019, China;2. School of Public Health, Nantong University, Nantong 226019, China;3. Affiliated Hospital, Nantong University, Nantong 226021, China;1. State Key Laboratory for Marine Corrosion and Protection, Luoyang Ship Material Research Institute, Qingdao 266101, PR China;2. Key Laboratory of Marine Environmental Corrosion and Bio-fouling, Institute of Oceanology, Chinese Academy of Sciences, Qingdao 266071, PR China;3. Key Laboratory of Experimental Marine Biology, Institute of Oceanology, Chinese Academy of Sciences, Qingdao 266071, PR China
Abstract:Lactols are compounds of increasing interest in the synthesis of active pharmaceutical derivatives. Nevertheless, the product obtained by the reduction of the carbonyl group of coumarin has been described only twice, and without definition of its precise chemical structure. Since these studies, doubts have been raised about the existence of a monomeric or dimeric form. Our study has led us to conclude definitely that the single dimeric form exists and to precisely define the spectral properties of the two diastereoisomers.
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