Carbohydrates as chiral controllers: synthesis of dihydrothieno[2,3-c]furanones |
| |
| Affiliation: | 1. Departamento de Quı́mica Orgánica, Facultad de Ciencias, Universidad de Extremadura, E-06071 Badajoz, Spain;2. Department of Chemistry, The University of Southampton, Highfield, Southampton SO17 1BJ, UK;1. Department of Chemistry, Bard College, 30 Campus Road, Annandale-on-Hudson, NY 12504, United States;2. Department of Chemistry, Vassar College, Poughkeepsie, NY 12604, United States;1. Institute of Pharmaceutical Biology and Biotechnology, Heinrich Heine University Duesseldorf, Universitaetsstrasse 1, Geb. 26.23, 40225 Duesseldorf, Germany;2. Institute of Pharmaceutical and Medicinal Chemistry, Heinrich Heine University Duesseldorf, Universitaetsstrasse 1, Geb. 26.23, 40225 Duesseldorf, Germany;3. State Key Laboratory of Natural and Biomimetic Drugs, Peking University, 100191 Beijing, PR China;4. Department of Organic Chemistry, University of Debrecen, POB 20, 4010 Debrecen, Hungary;1. Department of Chemistry, Faculty of Science, University of Kragujevac, R. Domanovića 12, 34000 Kragujevac, Serbia;2. Department of Pharmacy, Faculty of Medicinal Sciences, University of Kragujevac, S. Markovića 69, 34000 Kragujevac, Serbia;3. Vinča Institute of Nuclear Science, University of Belgrade, PO Box 522, 11001 Belgrade, Serbia;4. Department of Sustainable Organic Chemistry and Technology, Faculty of Bioscience Engineering, Ghent University, Coupure Links 653, B-9000 Ghent, Belgium;5. Department of Chemistry, Faculty of Sciences and Mathematics, University of Niš, Višegradska 33, 18000 Niš, Serbia;1. Laboratório de Química Orgânica, Departamento de Engenharia Química and Centro de Investigação de Engenharia Química e Biotecnologia, Instituto Superior de Engenharia de Lisboa, Instituto Politécnico de Lisboa, R. Conselheiro Emídio Navarro, 1, 1959-007 Lisboa, Portugal;2. Dipartimento di Chimica e Chimica Industriale, Università di Pisa, via Risorgimento, 35, 56126 Pisa, Italy;1. Institute of Chemistry, University of Bialystok, Piłsudskiego 11/4, 15-443 Białystok, Poland;2. Institute of Organic Chemistry, Polish Academy of Science, Kasprzaka 44, 01-224 Warsaw, Poland |
| |
| Abstract: | 
Chiral dihydrothiophenes derived from carbohydrates can be transformed into a novel class of bicyclic and highly functionalized chirons by treatment with NaH. A mechanistic rationale is proposed which is consistent with experimental observations and demonstrates the stereodiscriminating properties exerted by carbohydrate chains with different configurations. |
| |
| Keywords: | |
| 本文献已被 ScienceDirect 等数据库收录！ |
|
