7-(5-(5,5-dimethylhexa-2,3-dien-1-yl)-2,2-dimethyl-1,3-dioxan-5-yl)hept-5-ynal | 1449486-45-6

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 7-(5-(5,5-dimethylhexa-2,3-dien-1-yl)-2,2-dimethyl-1,3-dioxan-5-yl)hept-5-ynal
• CAS: 1449486-45-6
• 化学式: C₂₁H₃₂O₃
• 分子量: 332.483
• InChiKey: UOKHDUIHUDFSRX-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.6
• 重原子数：
  24
• 可旋转键数：
  7
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.71
• 拓扑面积：
  35.5
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  7-(5-(5,5-dimethylhexa-2,3-dien-1-yl)-2,2-dimethyl-1,3-dioxan-5-yl)hept-5-ynal 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 1.0h， 以59%的产率得到(3aR*,5R*)-5-(tert-butyl)-2',2'-dimethyl-2,3,3a,5,7,9-hexahydro-1H-spiro[cyclopenta[c]isochromene-8,5'-[1,3]dioxane]
  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：

  dimethyl 2-(7-((tert-butyldimethylsilyl)oxy)hept-2-yn-1-yl)malonate 在 lithium aluminium tetrahydride 、 四丁基氟化铵 、 4-甲基苯磺酸吡啶 、 sodium hydride 、 戴斯-马丁氧化剂 作用下， 以 四氢呋喃 、 乙醚 、 二氯甲烷 、 mineral oil 为溶剂， 反应 53.0h， 生成 7-(5-(5,5-dimethylhexa-2,3-dien-1-yl)-2,2-dimethyl-1,3-dioxan-5-yl)hept-5-ynal
  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.