A new approach to (+)-anisomycin |
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| Institution: | 1. Dipartimento di Scienze di Sanità Pubblica, Sezione di Microbiologia, Università “La Sapienza” di Roma, P.le A. Moro, 5, 00185 Roma, Italy;2. Dipartimento di Chimica e Tecnologie del Farmaco, Università “La Sapienza”, P.le A. Moro, 00185 Rome, Italy;1. Ibn e Sina Block, Department of Chemistry, University of Sargodha, Sargodha 40100, Pakistan;2. School of Chemistry, University of New South Wales, Sydney 2052, Australia;1. Cancer Research UK Drug-DNA Interactions Research Group, UCL Cancer Institute, Paul O''Gorman Building, 72 Huntley Street, London WC1E 6BT, UK;1. Department of Orthopedics, The People’s Hospital of China Medical University, Shenhe, Shenyang, Liaoning 110016, China;2. Department of Sports Medicine and Joint Surgery, The People’s Hospital of China Medical University, Shenhe, Shenyang, Liaoning 110016, China;1. Center for Molecular Design and Preformulations, and Toronto General Research Institute, University Health Network, #5-356, Toronto Medical Discoveries Tower/MaRS Center, 101 College Street, Toronto, Ontario M5G 1L7, Canada;2. Department of Pharmaceutical Sciences, Leslie Dan Faculty of Pharmacy, University of Toronto, Toronto, Ontario M5S 3M2, Canada;3. International Centre for Genetic Engineering & Biotechnology, Aruna Asif Ali Marg, New Delhi 100 067, India;4. Department of Pharmacy, Birla Institute of Technology & Science, Pilani, Rajasthan 333031, India |
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| Abstract: | An efficient approach to enantiomerically pure (+)-deacetylanisomycin 2a and a formal synthesis of (+)-anisomycin 2 (11% overall yield in 10 steps) have been achieved through simple and good yielding reactions, starting from 1,2:3,4:5,6-tri-O-isopropylidene-d-mannitol 3. Grignard reaction and intramolecular cyclisation reactions are key steps in the strategy. |
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