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Stereoselective amino-hydroxylation of the double bond in 7-oxabicyclo[2.2.1]hept-5-en-2-yl derivatives. Remote substituent participation in acid-catalyzed decompositions of aziridines and triazolines
Institution:1. College of Pharmacy and Research Institute of Pharmaceutical Sciences, Seoul National University, Seoul, 151-742, Republic of Korea;2. College of Pharmacy, Kangwon National University, Chuncheon, 200-701, Republic of Korea;1. Department of Clinical Pharmacy, Institute for Research and Medical Consultations (IRMC), University of Dammam, Dammam 31441, Saudi Arabia;2. Atta-ur-Rahman Institute for Natural Product Discovery, Universiti Teknologi MARA (UiTM), Puncak Alam Campus, 42300 Bandar Puncak Alam, Selangor D.E., Malaysia;3. Faculty of Applied Science, UiTM Shah Alam, 40450 Shah Alam, Selangor D.E., Malaysia;4. Integrative Pharmacogenomics Institute (iPROMISE), Universiti Teknologi MARA (UiTM), Puncak Alam Campus, 42300 Bandar Puncak Alam, Selangor Darul Ehsan, Malaysia;5. Depatment of Chemistry, Hazara University, Mansehra 21300, Khyber Pakhtunkhwa, Pakistan;6. Department of Pharmaceutical Chemistry, Faculty of Pharmacy, AIMST University, Semeling, Bedong 08100, Malaysia;7. H. E. J. Research Institute of Chemistry, International Center for Chemical and Biological Sciences, University of Karachi, Karachi 75270, Pakistan;1. H. E. J. Research Institute of Chemistry, International Center for Chemical and Biological Sciences, University of Karachi, Karachi 75270, Pakistan;2. Pakistan Academy of Sciences, 3-Constitution Avenue G-5/2, Islamabad, Pakistan;3. Department of Medicinal Chemistry and Pharmacognosy, College of Pharmacy, Qassim University, Buraidah 52571, Saudi Arabia;4. Department of Clinical Pharmacy, Institute for Research and Medical Consultations (IRMC), Imam Abdulrahman Bin Faisal University, P.O. Box 31441, Dammam, Saudi Arabia;5. Dr. Panjwani Center for Molecular Medicine and Drug Research, International Center for Chemical and Biological Sciences, University of Karachi, Karachi 75270, Pakistan;6. Institute of Marine Biotechnology, Universiti Malaysia Terengannu, 21030 Kuala Terengganu, Terengganu, Malaysia;7. Department of Pharmaceutical Chemistry, Sultan-Ul-Uloom College of Pharmacy, Hyderabad, Telangana, India;8. PCSIR Laboratories Complex, Karachi, Shahra-e-Dr. Salimuzzaman Siddiqui, Karachi 75280, Pakistan
Abstract:An efficient method has been developed for the stereoselective substitution of 7-oxabicyclo2.2.1]hept-2-yl derivatives by protected amino group at C(5-exo) and hydroxy group at C(6-endo).
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