Trifluoro-methanesulfonic acid 2-allyl-1-methylene-pent-4-enyl ester | 220199-64-4

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 有机磺酸及其衍生物
• 英文名称: Trifluoro-methanesulfonic acid 2-allyl-1-methylene-pent-4-enyl ester
• CAS: 220199-64-4
• 化学式: C₁₀H₁₃F₃O₃S
• 分子量: 270.273
• InChiKey: BQXVFGLQVDHCHH-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.13
• 重原子数：
  17.0
• 可旋转键数：
  7.0
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.4
• 拓扑面积：
  43.37
• 氢给体数：
  0.0
• 氢受体数：
  3.0

反应信息

• 作为反应物：
  描述：

  Trifluoro-methanesulfonic acid 2-allyl-1-methylene-pent-4-enyl ester 在 tris(dibenzylideneacetone)dipalladium(0) chloroform complex 、 sodium hydroxide 、 双氧水 、 potassium carbonate 作用下， 生成 2-(2-methylenecyclopentyl)ethanol
  参考文献：
  名称：

  The asymmetric synthesis of cyclopentane derivatives by palladium-catalyzed coupling of prochiral alkylboron compounds

  摘要：

  Treatment of the prochiral triflate 2a with Pd-2(dba)(3). CHCl3, (S)-(R)-BPPFOAc and K2CO3, in THF at 40 degrees C, gave the cyclopentane derivative 10 in 58% yield and in 28% ee after oxidative work-up and benzoylation. Moreover, reaction of the prochiral triflate 2c with Pd-2(dba)(3). CHCl3, (S)-(R)-PPFA and K2CO3, in THF at 40 degrees C, afforded the cyclopentane derivative 3b, with a quaternary carbon center, in 42% yield and in 31% ee after oxidative work-up. (C) 1998 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0957-4166(98)00386-3
• 作为产物：
  描述：

  2-乙酰基-2-丙-2-烯基戊-4-烯酸乙酯 在 双(三甲基硅烷基)氨基钾 、 lithium chloride 作用下， 以 四氢呋喃 、 N,N-二甲基甲酰胺 为溶剂， 生成 Trifluoro-methanesulfonic acid 2-allyl-1-methylene-pent-4-enyl ester
  参考文献：
  名称：

  The asymmetric synthesis of cyclopentane derivatives by palladium-catalyzed coupling of prochiral alkylboron compounds

  摘要：

  Treatment of the prochiral triflate 2a with Pd-2(dba)(3). CHCl3, (S)-(R)-BPPFOAc and K2CO3, in THF at 40 degrees C, gave the cyclopentane derivative 10 in 58% yield and in 28% ee after oxidative work-up and benzoylation. Moreover, reaction of the prochiral triflate 2c with Pd-2(dba)(3). CHCl3, (S)-(R)-PPFA and K2CO3, in THF at 40 degrees C, afforded the cyclopentane derivative 3b, with a quaternary carbon center, in 42% yield and in 31% ee after oxidative work-up. (C) 1998 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0957-4166(98)00386-3