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Revisit to meinwald rearrangement of electron-deficient systems
Institution:1. Department Chemie und Pharmazie, Anorganische und Allgemeine Chemie, Friedrich–Alexander–Universität Erlangen–Nürnberg, Egerlandstr. 1, 91058, Erlangen, Germany;2. Department of Chemistry, University of Zurich, Winterthurerstrasse 190, CH-8057, Zurich, Switzerland;1. Department of Biochemistry, Faculty of Science, King Abdulaziz University, Jeddah, Saudi Arabia;2. Cancer Metabolism and Epigenetic Unit, Faculty of Science, King Abdulaziz University, Jeddah, Saudi Arabia;3. Cancer and Mutagenesis Unit, King Fahd Medical Research Center, King Abdulaziz University, Jeddah, Saudi Arabia;4. Experimental Biochemistry Unit, King Fahd Medical Research Center, King Abdulaziz University, Jeddah, Saudi Arabia;5. Bioactive Natural Products Research Group, King Abdulaziz University, Jeddah, Saudi Arabia;6. Biochemistry Department, Faculty of Science, Ain shams University, Cairo, Egypt;7. Production of Bioproducts for Industrial Applications Research Group, King Abdulaziz University, Jeddah, Saudi Arabia;8. Graduate School of Agricultural and Life Sciences, The University of Tokyo, Bunkyo, Tokyo, 113-8657, Japan;1. Maternal and Fetal Health Research Centre, Institute of Human Development, The University of Manchester, Manchester Academic Health Science Centre, St. Mary''s Hospital, Central Manchester University Hospitals NHS Foundation Trust, Manchester M13 9WL, United Kingdom;2. School of Nursing, Midwifery and Social Work, The University of Manchester, Jean McFarlane Building, Oxford Road, Manchester M13 9PL, United Kingdom;3. Department of Biology, Ecology and Earth Sciences, University of Calabria, Arcavacata di Rende, CS, Italy;4. Pcovery Aps, Thorvaldsensvej 57, DK-1871 Frederiksberg C, Denmark;1. Division of Organic Chemistry, CSIR-National Chemical Laboratory, Dr. Homi Bhabha Road, Pashan, Pune 411 008, India;2. Combichem Bio-resource Centre, CSIR-National Chemical Laboratory, Dr. Homi Bhabha Road, Pashan, Pune 411 008, India;3. Physical Chemistry Division, CSIR-National Chemical Laboratory, Dr. Homi Bhabha Road, Pashan, Pune 411 008, India
Abstract:The monoester 6, generated in situ by the enzymatic hydrolysis of the symmetric diester 5a with pig liver esterase, undergoes extremely facile Meinwald-type rearrangement to afford the bicyclo3.1.0]hex-2-ene derivative 8a in quantitative yield.
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