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A highly efficient practical method for the synthesis of chiral polyhydroxy-(E,E)-1-chlorodienols and (E)-5-hydroxy enynes
Institution:1. Technology Development Centre, Custom Pharmaceutical Services, Dr. Reddy’s Laboratories Ltd, Hyderabad 500049, India;2. Department of Chemistry, Krishna University, Machilipatnam, Andhra Pradesh, India;1. Department of Chemistry, Biochemistry and Environmental Protection, Faculty of Sciences, University of Novi Sad, Trg Dositeja Obradovića 3, 21000 Novi Sad, Serbia;2. Oncology Institute of Vojvodina, Put Doktora Goldmana 4, 21204, Sremska Kamenica, Serbia;3. Institute for Oncology and Radiology of Serbia, Pasterova 14, 11000 Belgrade, Serbia;4. Department of Physics, Faculty of Sciences, University of Novi Sad, Trg Dositeja Obradovića 4, 21000 Novi Sad, Serbia;1. Department of Inorganic Chemistry, University of Pécs and Szentágothai Research Centre, H-7624 Pécs, P.O. Box 266, Hungary;2. Department of Analytical and Environmental Chemistry, University of Pécs, H-7624 Pécs, Ifjúság u. 6., Hungary;3. MTA-PTE Research Group for Selective Chemical Syntheses, H-7624 Pécs, Ifjúság u. 6., Hungary
Abstract:An efficient protocol for the synthesis of chiral polyhydroxy-(E,E)-1-chlorodienols and (E)-5-hydroxy enynes from chiral 4,5-epoxy trans allyl chlorides and 4,5-O-isopropylidene allyl chlorides is described by using stoichiometric amount of LiNH2 or LDA in HMPA:THF (1:5) useful in the synthesis of biologically active natural products.
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