3-(Allyloxy)-2-ethoxy-3-methylpent-1-ene | 163013-27-2

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 3-(Allyloxy)-2-ethoxy-3-methylpent-1-ene
• 英文别名: 2-Ethoxy-3-methyl-3-prop-2-enoxypent-1-ene
• CAS: 163013-27-2
• 化学式: C₁₁H₂₀O₂
• 分子量: 184.279
• InChiKey: IGDMJABYBAVSIU-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.6
• 重原子数：
  13
• 可旋转键数：
  7
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.64
• 拓扑面积：
  18.5
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  3-(Allyloxy)-2-ethoxy-3-methylpent-1-ene 以53%的产率得到
  参考文献：
  名称：

  Patra Debasis, Ghosh Subrata, J. Org. Chem, 60 (1995) N 8, S 2526-2531

  摘要：

  DOI：
• 作为产物：
  描述：

  2-Ethoxy-3-methyl-1-buten-3-ol 、 3-溴丙烯 在 sodium hydride 作用下， 生成 3-(Allyloxy)-2-ethoxy-3-methylpent-1-ene
  参考文献：
  名称：

  通过频哪醇类型的环丁烷重排制毒取代环戊酮的便捷途径

  摘要：

  到邻位取代的环戊酮的方便的路线4,8已经经由氧杂二环的重排已开发通过分子内[2 + 2]光环在选自酮衍生得到的二烯类[3.2.0]庚烷1，7。

  DOI：

  10.1016/0040-4039(93)88087-y

文献信息

• A convenient route to vicinally substituted cyclopentanones via pinacol type rearrangement of cyclobutanes
  作者：Subrata Ghosh、Debasis Patra

  DOI：10.1016/0040-4039(93)88087-y

  日期：1993.7

  A convenient route to the vicinally substituted cyclopentanones 4,8 have been developed via rearrangement of oxabicyclo[3.2.0]heptanes obtained through intramolecular [2+2] photocycloaddition in dienes derived from ketones 1, 7.

  到邻位取代的环戊酮的方便的路线4,8已经经由氧杂二环的重排已开发通过分子内[2 + 2]光环在选自酮衍生得到的二烯类[3.2.0]庚烷1，7。
• Patra Debasis, Ghosh Subrata, J. Org. Chem, 60 (1995) N 8, S 2526-2531
  作者：Patra Debasis, Ghosh Subrata

  DOI：——

  日期：——
• Regioselectivity and Stereospecificity in a Contrastereoelectronically Controlled Pinacol Rearrangement of Alkoxycyclobutane Derivatives. A Novel Route to Vicinally Substituted Cyclopentanones
  作者：Debasis Patra、Subrata Ghosh

  DOI：10.1021/jo00113a036

  日期：1995.4

  A four-step sequence for the synthesis of vicinally substituted cyclopentanones 5 and 9 has been developed starting from the acyclic ketones 1. The key step involves a stereospecific pinacol-type rearrangement of the cyclobutane ring embodied in oxabicyclo[3.2.0]-heptanes 4 and 8 involving exclusive migration of the stereoelectronically disfavored cyclobutane bond. The oxabicyclo[3.2.0]heptanes have been obtained by copper(I) triflate (CuOTf) catalyzed intramolecular photocycloaddition of the dienes 3 prepared from the ketones 1 on reaction with (ethoxyvinyl)lithium followed by allylation of the carbinols 2. The regioselectivity observed in bond migration has been attributed to be the result of the stabilization of the cation 15 by the neighboring hydroxyl group that is generated during the rearrangement.