Enantiospecific synthesis of methyl ester side chain of bishomoharringtonine

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• 作者：Moran Sun ; Kaige Gao ; Jiaxin Zheng ; Yaowen Lai…
• 关键词：Bishomoharringtonine ; Enantiospecificity ; Wittig reaction ; [2 ; 3] ; Meisenheimer rearrangement
• 刊名：Research on Chemical Intermediates
• 出版年：2015
• 出版时间：February 2015
• 年：2015
• 卷：41
• 期：2
• 页码：1181-1190
• 全文大小：312 KB
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• 刊物类别：Chemistry and Materials Science
• 刊物主题：Chemistry
  Catalysis
  Physical Chemistry
  Inorganic Chemistry
  
• 出版者：Springer Netherlands
• ISSN：1568-5675

文摘

The enantiospecific total synthesis of methyl ester derivative of bishomoharringtonine side chain is accomplished from l-glutamate in 41?% overall yield. Key feature of the synthesis is the construction of the chiral quaternary center by a Wittig reaction to obtain single configuration trisubstitutes olefin and the subsequent complete chirality transfer of [2, 3]-Meisenheimer rearrangement.