dimethyl 2-(7-oxohept-2-yn-1-yl)-2-(4-phenylbuta-2,3-dien-1-yl)malonate | 1449486-49-0

• 分子结构分类: 有机化合物 - 脂质和类脂质分子 - 脂肪酰基
• 英文名称: dimethyl 2-(7-oxohept-2-yn-1-yl)-2-(4-phenylbuta-2,3-dien-1-yl)malonate
• CAS: 1449486-49-0
• 化学式: C₂₂H₂₄O₅
• 分子量: 368.43
• InChiKey: PYSQZBJTGLIFJF-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3
• 重原子数：
  27
• 可旋转键数：
  11
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.36
• 拓扑面积：
  69.7
• 氢给体数：
  0
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  dimethyl 2-(7-oxohept-2-yn-1-yl)-2-(4-phenylbuta-2,3-dien-1-yl)malonate 在 silver tetrafluoroborate 、 chloro(1,5-cyclooctadiene)rhodium(I) dimer 作用下， 以 1,2-二氯乙烷 为溶剂， 反应 3.0h， 以67%的产率得到dimethyl (3aR*,5R)-5-phenyl-2,3,3a,5,7,9-hexahydrocyclopenta[c]isochromene-8,8(1H)-dicarboxylate
  参考文献：
  名称：

  Construction of tricyclic pyran derivatives through intramolecular [2+2+2] cycloaddition of allenynes with tethered aldehydes

  摘要：

  Rh(I)-catalyzed intramolecular [2+2+2] cycloaddition of allenynes with tethered aldehydes was investigated. The cyclizations proceeded smoothly under mild conditions to give various tricyclic compounds containing a pyran ring in good to high yields in a stereoselective manner. (C) 2013 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2013.04.068
• 作为产物：
  描述：

  4-phenylbuta-2,3-dien-1-ol 在 四丁基氟化铵 、 sodium hydride 、 戴斯-马丁氧化剂 、 三乙胺 作用下， 以 四氢呋喃 、 二氯甲烷 、 mineral oil 为溶剂， 反应 40.5h， 生成 dimethyl 2-(7-oxohept-2-yn-1-yl)-2-(4-phenylbuta-2,3-dien-1-yl)malonate
  参考文献：
  名称：

  Construction of tricyclic pyran derivatives through intramolecular [2+2+2] cycloaddition of allenynes with tethered aldehydes

  摘要：

  Rh(I)-catalyzed intramolecular [2+2+2] cycloaddition of allenynes with tethered aldehydes was investigated. The cyclizations proceeded smoothly under mild conditions to give various tricyclic compounds containing a pyran ring in good to high yields in a stereoselective manner. (C) 2013 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2013.04.068

文献信息

• Construction of tricyclic pyran derivatives through intramolecular [2+2+2] cycloaddition of allenynes with tethered aldehydes
  作者：Yoshihiro Oonishi、Yoshitaka Kitano、Yoshihiro Sato

  DOI：10.1016/j.tet.2013.04.068

  日期：2013.9

  Rh(I)-catalyzed intramolecular [2+2+2] cycloaddition of allenynes with tethered aldehydes was investigated. The cyclizations proceeded smoothly under mild conditions to give various tricyclic compounds containing a pyran ring in good to high yields in a stereoselective manner. (C) 2013 Elsevier Ltd. All rights reserved.