4-oxa-5,6-heptadien-1-ol | 490025-99-5

• 分子结构分类: 有机化合物 - 有机氮化合物
• 英文名称: 4-oxa-5,6-heptadien-1-ol
• 英文别名: 3-propadienyloxy-propan-1-ol
• CAS: 490025-99-5
• 化学式: C₆H₁₀O₂
• 分子量: 114.144
• InChiKey: HWFIQHLNVNSVLP-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.1
• 重原子数：
  8
• 可旋转键数：
  4
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.5
• 拓扑面积：
  29.5
• 氢给体数：
  1
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  4-oxa-5,6-heptadien-1-ol 在 sodium hydride 、 三乙胺 、 potassium iodide 作用下， 以 二氯甲烷 为溶剂， 反应 2.5h， 生成
  参考文献：
  名称：

  通过钯催化的烷氧基丙二烯分子内烃化反应合成环醚

  摘要：

  在催化量的钯配合物[Pd（OAc）2 -dppb]存在下，某些在碳链末端带有活性次甲基的烷氧基丙二烯（1、3和5）的分子内烃化反应平稳进行，得到5 -高至高收率的7至7元环醚（分别为2、4和6）。

  DOI：

  10.1016/s0040-4039(98)02681-1
• 作为产物：
  描述：

  1-t-butyldimethylsiloxy-4-oxa-5,6-heptadiene 在 四丁基氟化铵 作用下， 以 四氢呋喃 为溶剂， 反应 2.0h， 生成 4-oxa-5,6-heptadien-1-ol
  参考文献：
  名称：

  通过钯催化的烷氧基丙二烯分子内烃化反应合成环醚

  摘要：

  在催化量的钯配合物[Pd（OAc）2 -dppb]存在下，某些在碳链末端带有活性次甲基的烷氧基丙二烯（1、3和5）的分子内烃化反应平稳进行，得到5 -高至高收率的7至7元环醚（分别为2、4和6）。

  DOI：

  10.1016/s0040-4039(98)02681-1

文献信息

• Intramolecular Reaction of (γ-Alkoxyallyl)stannane with Aldehyde:  Origin of the Stereoselectivities
  作者：Isao Kadota、Miho Kawada、Vladimir Gevorgyan、Yoshinori Yamamoto

  DOI：10.1021/jo971309c

  日期：1997.10.1

  The intramolecular cyclization of simple acyclic (gamma-alkoxyallyl)stannane aldehydes 1, 2, and 12-15 was investigated to elucidate the relationship between the geometry of the double bond of the allylstannanes, the ring size of cyclic ethers produced by the cyclization, and the procedures for promoting the cyclization. The Lewis acid-mediated cyclization of 1-2, 12-13, and 14-15 gave the trans cyclic ethers 3, 39, and 41, respectively, either predominantly or exclusively irrespective of the geometry of the double bond and of the ring size of the cyclic ethers. The relationship in the thermal cyclization of 1 and 2, which gave the 6-membered cyclic ethers 4 and 3, was straightforward; the Z isomer 1 gave the cis product 4, and the E isomer 2 afforded the trans product 3. However, the relationship in the thermal cyclization of 12 and 13 which afforded the 5-membered cyclic ethers 39 and 40 was different from that expected from the cyclization via the well-accepted cyclic transition state, as observed in the case of 1 and 2. Both the Z (12) and E (13) isomers gave the cis cyclic ether 40 either predominantly or exclusively. The protic acid-mediated (or-catalyzed) cyclization of 12-13 and 14-15 gave the trans cyclic ethers 39 and 41, respectively, regardless of the geometry of the double bonds. On the other hand, the protic acid-promoted cyclization of 1 and 2 was very strange; the Z isomer 1 gave the cis isomer 4, and the E isomer 2 afforded the trans isomer 3. The mechanisms for these cyclization reactions are proposed.
• Kang, Suk-Ku; Ha, Young-Hwan; Yang, Han-Yong, Journal of Chemical Research - Part S, 2002, # 6, p. 282 - 283
  作者：Kang, Suk-Ku、Ha, Young-Hwan、Yang, Han-Yong

  DOI：——

  日期：——