tert-butyl (1R,2S,3aR,4S,5R,7aR)-6-formyl-1'-methyl-2',3-dioxo-1,5-diphenylspiro[2,3a,5,7a-tetrahydro-1H-indene-4,3'-indole]-2-carboxylate | 1229218-11-4

• 分子结构分类: 有机化合物 - 脂质和类脂质分子 - 异戊烯醇脂质
• 英文名称: tert-butyl (1R,2S,3aR,4S,5R,7aR)-6-formyl-1'-methyl-2',3-dioxo-1,5-diphenylspiro[2,3a,5,7a-tetrahydro-1H-indene-4,3'-indole]-2-carboxylate
• CAS: 1229218-11-4
• 化学式: C₃₅H₃₃NO₅
• 分子量: 547.651
• InChiKey: QGHLYEVUTQKRHT-HGBFKBKGSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.7
• 重原子数：
  41
• 可旋转键数：
  6
• 环数：
  6.0
• sp3杂化的碳原子比例：
  0.31
• 拓扑面积：
  80.8
• 氢给体数：
  0
• 氢受体数：
  5

反应信息

• 作为产物：
  描述：

  、 肉桂醛 在 (2S)-2-[二苯基[(三甲基硅酯)氧基]甲基]-吡咯烷 、 苯甲酸 作用下， 以 1,2-二氯乙烷 为溶剂， 反应 24.0h， 以73%的产率得到tert-butyl (1R,2S,3aR,4S,5R,7aR)-6-formyl-1'-methyl-2',3-dioxo-1,5-diphenylspiro[2,3a,5,7a-tetrahydro-1H-indene-4,3'-indole]-2-carboxylate
  参考文献：
  名称：

  Asymmetric Quadruple Aminocatalytic Domino Reactions to Fused Carbocycles Incorporating a Spirooxindole Motif

  摘要：

  The efficient assembly of hydroindane derivatives incorporating a spirooxindole motif was realized via a new three-component domino reaction of (E)-4-(1-methyl-2-oxoindolin-3-ylidene)-3-oxobutanoates and two molecules of alpha,beta-unsaturated aldehydes under quadruple iminium-enamine-iminium-enamine catalysis. The complex products bearing six contiguous stereogenic centers were obtained in excellent stereoselectivities (96->99% ee, >99% de).

  DOI：

  10.1021/ol100857s

文献信息

• Asymmetric Quadruple Aminocatalytic Domino Reactions to Fused Carbocycles Incorporating a Spirooxindole Motif
  作者：Kun Jiang、Zhi-Jun Jia、Xiang Yin、Li Wu、Ying-Chun Chen

  DOI：10.1021/ol100857s

  日期：2010.6.18

  The efficient assembly of hydroindane derivatives incorporating a spirooxindole motif was realized via a new three-component domino reaction of (E)-4-(1-methyl-2-oxoindolin-3-ylidene)-3-oxobutanoates and two molecules of alpha,beta-unsaturated aldehydes under quadruple iminium-enamine-iminium-enamine catalysis. The complex products bearing six contiguous stereogenic centers were obtained in excellent stereoselectivities (96->99% ee, >99% de).