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Application of olefin metathesis in the synthesis of steroids
Authors:Morzycki Jacek W
Affiliation:1. Institute of Organic Chemistry, Ufa Research Center of the Russian Academy of Sciences, 71, Prospect Oktyabrya, 450054 Ufa, Russian Federation;2. N.N. Blokhin Russian Cancer Research Center, 24, Kashirskoye shosse, 115478 Moscow, Russian Federation;3. V.N. Orekhovich Institute of Biomedical Chemistry, 10, Pogodinskaya Street, 119121 Moscow, Russian Federation;1. Benemérita Universidad Autónoma de Puebla, Facultad de Ciencias Químicas, Ciudad Universitaria, C.P. 72570 Puebla, Pue., Mexico;2. BioLab, Instituto Universitario de Bio-Orgánica “Antonio González” (IUBO-AG), Universidad de La Laguna, C/ Astrofísico Francisco Sánchez 2, 38206 La Laguna, Spain;1. Institute of Physiology Czech Academy of Sciences, 142 20 Prague, Czech Republic;2. Department of Experimental and Clinical Pharmacology, University of Minnesota College of Pharmacy, Minneapolis, MN 55455, USA;1. Universidad del Papaloapan, Tuxtepec, Oaxaca 68301, Mexico;2. Posgrado en Ciencias Químicas. Benemérita, Universidad Autónoma de Puebla, 72570 Puebla, Pue, Mexico;3. Laboratorio de Fisiología Celular, Facultad de Medicina, Benemérita Universidad Autónoma de Puebla, 72570 Puebla, Pue, Mexico;4. Instituto de Física, Benemérita Universidad Autónoma de Puebla, 72570 Puebla, Pue, Mexico;5. Centro de Química, Instituto de Ciencias. Benemérita, Universidad Autónoma de Puebla, 72570 Puebla, Pue, Mexico;6. Laboratorio de Investigación Herbario y Jardín Botánico Universitario, Benemérita Universidad Autónoma de Puebla, 72570 Puebla, Pue, Mexico;1. Department of Chemistry, Quaid-i-Azam University, 45320 Islamabad, Pakistan;2. Division of Pharmacognosy, Department of Medicinal Chemistry, Uppsala University, Biomedical Centre, Box 574, SE-751 23 Uppsala, Sweden
Abstract:Over the past decade, ruthenium-mediated metathesis transformations, including cross-metathesis, ring-closing metathesis, enyne metathesis, ring-opening metathesis polymerization, and also tandem processes, belong to the most intensively studied reactions. Many applications of olefin metathesis in the synthesis of natural products have been recently described. Also in the field of steroid chemistry new methods of total synthesis and hemisynthesis based on metathesis reactions have been elaborated. Various biologically active compounds, e.g. vitamin D and hormone analogues, steroid dimers and macrocycles, etc. have been prepared using a variety of olefin-metathesis protocols.
Keywords:
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