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Spiran isolation in the dienone-phenol rearrangement of steroidal p-quinols
Affiliation:1. Chemistry Department, King Fahd University of Petroleum and Minerals, Dhahran 31261, Saudi Arabia;2. Center for Refining and Petrochemicals, King Fahd University of Petroleum and Minerals, Dhahran 31261, Saudi Arabia;3. Departamento de Química Física and Instituto de Biocomputación y Física de los Sistemas Complejos (BIFI), Universidad de Zaragoza, 50009 Zaragoza, Spain;4. Departamento de Química Inorgánica, Instituto de Síntesis Química y Catálisis Homogénea, Universidad de Zaragoza-CSIC, 50009 Zaragoza, Spain;1. Department of Chemistry, University of Douala, Faculty of Sciences, 24157, Douala, Cameroon;2. Department of Chemistry, Higher Teacher Training College, University of Yaounde I, P. O. Box 47, Yaounde, Cameroon;3. Department of Chemistry, University of Yaounde, Faculty of Sciences, P. O. Box 812, Yaounde, Cameroon;1. Latvian Institute of Organic Synthesis, Aizkraukles 21, LV-1006 Riga, Latvia;2. Université de Lorraine 1, SRSMC UMR 7565, Boulevard Arago, 57070 Metz, France;1. Chemours Fluorochemicals, 200 Powder Mill Rd, Experimental Station. E262/339, Wilmington DE 19803, United States;2. DuPont Corporate Center for Analytical Sciences, 200 Powder Mill Rd, Experimental Station. E262/339, Wilmington DE 19803, United States;1. Institute of Basic and Translational Medicine, and School of Basic Medical Science, Xi''an Medical University, No.1 Xinwang Road, Xi''an, 710021, PR China;2. Jiangsu Key Laboratory of Drug Design and Optimization, China Pharmaceutical University, 24 Tongjiaxiang, Nanjing, 210009, PR China;3. Department of Medicinal Chemistry, School of Pharmacy, China Pharmaceutical University, 24 Tongjiaxiang, Nanjing, 210009, PR China;4. Laboratory of Biology, School of Higher Vocational Education, China Pharmaceutical University, 639 Longmian Avenue, Nanjing, 211198, PR China;5. Jiangning Hospital Affiliated to Nanjing Medical University, Gushan Road 168, Nanjing, 211100, PR China
Abstract:
The neutral form of the spirocation intermediate in the dienone-phenol rearrangement of a steroidal p-quinol has been isolated, providing a direct prove of the accepted mechanism. Changing acidic conditions, phenolic products were obtained.
Keywords:
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