3-(1-Hydroxycyclopentyl)prop-2-ynyl acetate | 946090-00-2

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 3-(1-Hydroxycyclopentyl)prop-2-ynyl acetate
• 英文别名: 3-(1-hydroxycyclopentyl)prop-2-ynyl acetate
• CAS: 946090-00-2
• 化学式: C₁₀H₁₄O₃
• 分子量: 182.219
• InChiKey: FUIGCMPUBIVSQQ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.6
• 重原子数：
  13
• 可旋转键数：
  3
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.7
• 拓扑面积：
  46.5
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  3-(1-Hydroxycyclopentyl)prop-2-ynyl acetate 在 Au[t-Bu₂P(o-biphenyl)]Cl silver trifluoromethanesulfonate 作用下， 以 二氯甲烷 为溶剂， 以61%的产率得到1-Oxaspiro[4.4]non-3-en-4-yl acetate
  参考文献：
  名称：

  Au(I)-catalyzed tandem [3,3]-sigmatropic rearrangement–cycloisomerization cascade as a route to spirocyclic furans

  摘要：

  Gold-catalyzed reaction of 1-(3-hydroxypropynyl)cycloalkanol derivatives was studied. The reaction profile was highly dependent on the ring size, migrating group, as well as reaction conditions. An efficient route to spirocyclic furans via tandem (3,3]-sigmatropic rearrangement-cycloisomerization is reported. (c) 2007 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2007.05.067
• 作为产物：
  描述：

  环戊酮 在 吡啶 、 cerium(III) chloride 作用下， 以 四氢呋喃 为溶剂， 生成 3-(1-Hydroxycyclopentyl)prop-2-ynyl acetate
  参考文献：
  名称：

  Au(I)-catalyzed tandem [3,3]-sigmatropic rearrangement–cycloisomerization cascade as a route to spirocyclic furans

  摘要：

  Gold-catalyzed reaction of 1-(3-hydroxypropynyl)cycloalkanol derivatives was studied. The reaction profile was highly dependent on the ring size, migrating group, as well as reaction conditions. An efficient route to spirocyclic furans via tandem (3,3]-sigmatropic rearrangement-cycloisomerization is reported. (c) 2007 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2007.05.067

文献信息

• Au(I)-catalyzed tandem [3,3]-sigmatropic rearrangement–cycloisomerization cascade as a route to spirocyclic furans
  作者：Hyun-Suk Yeom、Suk-Jae Yoon、Seunghoon Shin

  DOI：10.1016/j.tetlet.2007.05.067

  日期：2007.7

  Gold-catalyzed reaction of 1-(3-hydroxypropynyl)cycloalkanol derivatives was studied. The reaction profile was highly dependent on the ring size, migrating group, as well as reaction conditions. An efficient route to spirocyclic furans via tandem (3,3]-sigmatropic rearrangement-cycloisomerization is reported. (c) 2007 Elsevier Ltd. All rights reserved.