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通过三乙基铝促进的a-羟基环氧化合物的重排还原反应合成Madindoline母核片断——全取代环戊烯二酮单元
引用本文:高栓虎,贾彦兴,赵学智,涂永强.通过三乙基铝促进的a-羟基环氧化合物的重排还原反应合成Madindoline母核片断——全取代环戊烯二酮单元[J].中国化学,2006,24(5):595-597.
作者姓名:高栓虎  贾彦兴  赵学智  涂永强
作者单位:State Key Laboratory of Applied Organic Chemistry and Department of Chemistry, Lanzhou University, Lanzhou, Gansu 730000, China
基金项目:Project supported by the National Natural Science Foundation of China (Nos, 29525205, 30271488, 20021001 and 203900501 ).
摘    要:The fully substituted cyclopentenedione core of madindoline A (1) and B (2) as potent and selective inhibitor of IL-6 has been synthesized efficiently. The quaternary carbon center C-2' was constructed on the basis of a newly developed AIEt3-promoted tandem reductive rearrangement of α-hydroxy epoxides.

关 键 词:环戊烯二酮  重排  α-羟基环氧化物  总合成  串联反应
收稿时间:2005-09-21
修稿时间:2005-09-212005-11-23

A Novel Strategy for the Key Fully Substituted Cyclopentenedione Moiety of Madindolines via AlEt3‐promoted Tandem Reductive Rearrangement of α‐Hydroxy Epoxides
GAO Shuan-Hu,JIA Yan-Xing,ZHAO Xue-Zhi, TU Yong-Qiang.A Novel Strategy for the Key Fully Substituted Cyclopentenedione Moiety of Madindolines via AlEt3‐promoted Tandem Reductive Rearrangement of α‐Hydroxy Epoxides[J].Chinese Journal of Chemistry,2006,24(5):595-597.
Authors:GAO Shuan-Hu  JIA Yan-Xing  ZHAO Xue-Zhi  TU Yong-Qiang
Abstract:The fully substituted cyclopentenedione core of madindoline A ( 1 ) and B ( 2 ) as potent and selective inhibitor of IL‐6 has been synthesized efficiently. The quaternary carbon center C‐2′ was constructed on the basis of a newly developed AlEt3‐promoted tandem reductive rearrangement of α‐hydroxy epoxides.
Keywords:madindoline  total synthesis  tandem reaction  quaternary carbon  epoxide rearrangement
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