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Mechanism and origin of stereoselectivity in Robinson annulations leading to bicyclo[3.3.1]nonanes: a rare Curtin–Hammet scenario

  • 【作者】Dong Wang,Longfei Miao,Lixia Feng,Qingwei Yao,Gnel Mkrtchyan,William E. Crowe,Evgueni E. Nesterov,Yuekui Wang,Xiaoting Zhang,Peng Yu
  • 【刊名】Journal of Physical Organic Chemistry
  • 【作者单位】1Current address: China International Science and Technology Cooperation Base of Food Nutrition/Safety and Medicinal Chemistry, Sino‐French Joint Lab of Food Nutrition/Safety and Medicinal Chemistry, College of Biotechnology, Tianjin University of Science & Technology, Tianjin 300457, China;2International Collaborative Research Center of Tianjin for Food Nutrition, Safety and Medicinal Chemistry, College of Biotechnology, Tianjin University of Science & Technology, Tianjin, 300457, China;3Department of Chemistry, Taiyuan Normal University, Taiyuan, 030031, China;426 Canyon View Ave., Cody, WY, 82413, USA;5513 6th Street, Cody, WY, 82414, USA;6Department of Chemistry, Louisiana State University, Baton Rouge, LA, 70803, USA;7Key Laboratory of Chemical Biology and Molecular Engineering of the Education Ministry, Institute of Molecular Science, Shanxi University, Taiyuan, 030006, China
  • 【年份】2017
  • 【卷号】Vol.30 No.1
  • 【页码】62-66
  • 【ISSN】0894-3230
  • 【关键词】annulation Curtin–Hammet principle density functional calculations diastereoselectivity reaction mechanisms 
  • 【摘要】 Computational studies on the mechanism and diastereoselectivity of base catalyzed synthesis of bicyclo[3.3.1]nonanes by Robinson annulation are reported. Three possible mechanisms were considered, and only the methanol assisted H‐shift process could ...
  • 【文献类型】 期刊
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