Diels–Alder dimerization of Morita–Baylis–Hillman acetates catalyzed by organocatalysts

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• 作者：Hong-Ping Deng (1)
  Yin Wei (1)
  Min Shi (1)
  
• 关键词：Diels–Alder dimerization ; MBH acetates ; Organocatalysis
• 刊名：Research on Chemical Intermediates
• 出版年：2013
• 出版时间：January 2013
• 年：2013
• 卷：39
• 期：1
• 页码：5-18
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• 作者单位：Hong-Ping Deng (1)
  Yin Wei (1)
  Min Shi (1)
  
  1. State Key Laboratory of Organometallic Chemistry, Shanghai Institute of Organic Chemistry, Chinese Academy of Sciences, 354 Fenglin Road, Shanghai, 200032, China
  
• ISSN：1568-5675

文摘

DABCO-catalyzed dimerization of Morita–Baylis–Hillman acetates to synthesize a series of 3-alkyl-4-(E)-alkenyl-cyclohex-1-ene-1,4-dicarbonyl compounds in excellent yields with modest to excellent diastereoselectivity is reported. A plausible reaction mechanism is also proposed on the basis of previous literature and preliminary investigation the asymmetric version of the reaction.