(2S)-2-(2-methoxyphenyl)-1,2,3,6-tetrahydropyridine | 1392047-85-6

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯酚醚
• 英文名称: (2S)-2-(2-methoxyphenyl)-1,2,3,6-tetrahydropyridine
• CAS: 1392047-85-6
• 化学式: C₁₂H₁₅NO
• 分子量: 189.257
• InChiKey: LGBBNQFTLOBYHZ-NSHDSACASA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2
• 重原子数：
  14
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.33
• 拓扑面积：
  21.3
• 氢给体数：
  1
• 氢受体数：
  2

反应信息

• 作为产物：
  描述：

  N’-(2-methoxyphenylmethylene)benzohydrazide 在 甲醇 、 samarium diiodide 、 C₃₄H₃₂N₂O₂*F₆P^(1-)*H⁽¹⁺⁾ 、 sodium hydride 作用下， 以 四氢呋喃 、 甲醇 、 甲苯 、 mineral oil 为溶剂， 反应 41.5h， 生成 (2S)-2-(2-methoxyphenyl)-1,2,3,6-tetrahydropyridine
  参考文献：
  名称：

  RETRACTED: Asymmetric synthesis of highly enantioenriched 2-substituted piperidines and 6-substituted piperidine-2-ones by a combination enantioselective hydrazone allylation with ring closing metathesis

  摘要：

  An efficient method for the asymmetric synthesis of highly optically pure 2-substituted piperidines and 6-substituted piperidine-2-ones from aldehydes was developed by a sequence of enantioselective hydrazone allylation and ring closing metathesis. This method was found to be effective for a variety of substrates, showing substrate generality. The method's synthetic utility was illustrated in concise synthesis of the alkaloid (R)-(-)-coniine. (C) 2012 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2012.06.061

文献信息

• RETRACTED: Asymmetric synthesis of highly enantioenriched 2-substituted piperidines and 6-substituted piperidine-2-ones by a combination enantioselective hydrazone allylation with ring closing metathesis
  作者：Fengnu Piao、Mithilesh Kumar Mishra、Doo Ok Jang

  DOI：10.1016/j.tet.2012.06.061

  日期：2012.9

  An efficient method for the asymmetric synthesis of highly optically pure 2-substituted piperidines and 6-substituted piperidine-2-ones from aldehydes was developed by a sequence of enantioselective hydrazone allylation and ring closing metathesis. This method was found to be effective for a variety of substrates, showing substrate generality. The method's synthetic utility was illustrated in concise synthesis of the alkaloid (R)-(-)-coniine. (C) 2012 Elsevier Ltd. All rights reserved.