(1S,8S,9R)-10,10-dimethyl-5-pyridin-2-yl-6-azatricyclo[7.1.1.02,7]undeca-2(7),3,5-trien-8-amine | 1387007-00-2

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吡啶及其衍生物
• 英文名称: (1S,8S,9R)-10,10-dimethyl-5-pyridin-2-yl-6-azatricyclo[7.1.1.02,7]undeca-2(7),3,5-trien-8-amine
• CAS: 1387007-00-2
• 化学式: C₁₇H₁₉N₃
• 分子量: 265.358
• InChiKey: UEFVCAMFKRLNPW-XUJVJEKNSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.8
• 重原子数：
  20
• 可旋转键数：
  1
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.41
• 拓扑面积：
  51.8
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  3,5-二叔丁基水杨醛 、 (1S,8S,9R)-10,10-dimethyl-5-pyridin-2-yl-6-azatricyclo[7.1.1.02,7]undeca-2(7),3,5-trien-8-amine 以 甲醇 为溶剂， 以0.65 g的产率得到2,4-ditert-butyl-6-[(10,10-dimethyl-5-pyridin-2-yl-6-azatricyclo[7.1.1.0(2,7)]undeca-2(7),3,5-trien-8-ylimino)methyl]phenol
  参考文献：
  名称：

  A pineno-salen type catalyst for the enantioselective Nozaki–Hiyama–Kishi reaction

  摘要：

  A new class of pineno-salen type ligands 10, 11, 17, 20, 23, and 24 has been developed. The catalyst formed from chromium(II)-10 promotes the enantioselective Nozaki-Hiyama-Kishi allylation of alkyl and aryl aldehydes using allyl bromide. Notably, the asymmetric addition of vinyl halide to benzaldehyde was achieved with 24% ee. (C) 2012 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetasy.2012.05.012
• 作为产物：
  描述：

  (1S,9R)-10,10-dimethyl-5-pyridin-2-yl-6-azatricyclo[7.1.1.02,7]undeca-2(7),3,5-trien-8-one 在 ammonium hydroxide 、 palladium 10% on activated carbon 、 甲酸铵 作用下， 以 甲醇 、 水 为溶剂， 反应 72.0h， 生成 (1S,8S,9R)-10,10-dimethyl-5-pyridin-2-yl-6-azatricyclo[7.1.1.02,7]undeca-2(7),3,5-trien-8-amine
  参考文献：
  名称：

  A pineno-salen type catalyst for the enantioselective Nozaki–Hiyama–Kishi reaction

  摘要：

  A new class of pineno-salen type ligands 10, 11, 17, 20, 23, and 24 has been developed. The catalyst formed from chromium(II)-10 promotes the enantioselective Nozaki-Hiyama-Kishi allylation of alkyl and aryl aldehydes using allyl bromide. Notably, the asymmetric addition of vinyl halide to benzaldehyde was achieved with 24% ee. (C) 2012 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetasy.2012.05.012

文献信息

• A pineno-salen type catalyst for the enantioselective Nozaki–Hiyama–Kishi reaction
  作者：Attrimuni P. Dhondge、Ajam C. Shaikh、Chinpiao Chen

  DOI：10.1016/j.tetasy.2012.05.012

  日期：2012.5

  A new class of pineno-salen type ligands 10, 11, 17, 20, 23, and 24 has been developed. The catalyst formed from chromium(II)-10 promotes the enantioselective Nozaki-Hiyama-Kishi allylation of alkyl and aryl aldehydes using allyl bromide. Notably, the asymmetric addition of vinyl halide to benzaldehyde was achieved with 24% ee. (C) 2012 Elsevier Ltd. All rights reserved.