(-)-(3a,4,7a)-4-((R)-1-((tert-butyldimethylsilyl)oxy)-2-((4-methoxybenzyl)oxy)ethyl)-2-phenyl-3a,4,7,7a-tetrahydro-1H-isoindole-1,3(2H)-dione | 1333082-86-2

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吡咯烷类
• 英文名称: (-)-(3a,4,7a)-4-((R)-1-((tert-butyldimethylsilyl)oxy)-2-((4-methoxybenzyl)oxy)ethyl)-2-phenyl-3a,4,7,7a-tetrahydro-1H-isoindole-1,3(2H)-dione
• CAS: 1333082-86-2
• 化学式: C₃₀H₃₉NO₅Si
• 分子量: 521.729
• InChiKey: KWZIYCKOZJXPNW-YIPNQBBMSA-N

反应信息

• 作为产物：
  描述：

  (R)-tert-butyl((1-((4-methoxybenzyl)oxy)hex-5-en-2-yl)oxy)dimethylsilane 、 N-苯基马来酰亚胺 在 1,2-bis(benzylsulfinyl)ethane palladium acetate 、 2,6-二甲基-2,5-环己二烯-1,4-二酮 、 对硝基苯甲酸 作用下， 以 1,2-二氯乙烷 为溶剂， 反应 48.0h， 以77.7 mg的产率得到(+)-(3a,4,7a)-4-((R)-1-((tert-butyldimethylsilyl)oxy)-2-((4-methoxybenzyl)oxy)ethyl)-2-phenyl-3a,4,7,7a-tetrahydro-1H-isoindole-1,3(2H)-dione
  参考文献：
  名称：

  Molecular Complexity via C–H Activation: A Dehydrogenative Diels–Alder Reaction

  摘要：

  Traditionally, C-H oxidation reactions install oxidized functionality onto a preformed molecular skeleton, resulting in a local molecular change. The use of C H activation chemistry to construct complex molecular scaffolds is a new area with tremendous potential in synthesis. We report a Pd(II)/bis-sulfoxide-catalyzed dehydrogenative Diels-Alder reaction that converts simple terminal olefins into complex cycloadducts in a single operation.

  DOI：

  10.1021/ja2059704