triphenyl(11-phenylundecyl)phosphonium bromide | 116385-00-3

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: triphenyl(11-phenylundecyl)phosphonium bromide
• 英文别名: triphenyl(phenylundecyl)phosphonium bromide；Triphenyl(11-phenylundecyl)phosphanium;bromide
• CAS: 116385-00-3
• 化学式: Br*C₃₅H₄₂P
• 分子量: 573.596
• InChiKey: GFJJQFUTFQEZGT-UHFFFAOYSA-M

计算性质

• 辛醇/水分配系数(LogP)：
  5.74
• 重原子数：
  37
• 可旋转键数：
  15
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.31
• 拓扑面积：
  0
• 氢给体数：
  0
• 氢受体数：
  1

反应信息

• 作为反应物：
  描述：

  triphenyl(11-phenylundecyl)phosphonium bromide 在 palladium on activated charcoal 正丁基锂 、 氢气 作用下， 以 乙酸乙酯 为溶剂， 反应 18.25h， 生成 3-(12'-phenyldodecyl)benzene-1,2-diol
  参考文献：
  名称：

  Jefferson, Alan; Sargent, Melvyn V.; Wangchareontrakul, Sirichai, Australian Journal of Chemistry, 1988, vol. 41, # 1, p. 19 - 25

  摘要：

  DOI：
• 作为产物：
  描述：

  1-溴-11-苯基十一烷 、 三苯基膦 以 乙腈 为溶剂， 生成 triphenyl(11-phenylundecyl)phosphonium bromide
  参考文献：
  名称：

  Preparation of enantiopure 3,5,5-trialkyl-γ-butyrolactones by diastereospecific 5-endo halo lactonizations

  摘要：

  A new preparation of 3,5,5-trialkyl-gamma-butyrolactones of defined absolute configuration is reported. This method involves the diastereoselective alkylation of 3,4-ethylenic acids after incorporation of a chiral Evans auxiliary, and then after separation of the two diastereomers and hydrolysis of the auxiliary, stereospecific halo lactonizations. This method was applied to the preparation of a natural product, present in a sponge. (c) 2007 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetasy.2007.05.028

文献信息

• Stereoselective Formation of Tetrahydrofuran Rings via [3 + 2] Annulation: Total Synthesis of Plakortone L
  作者：Hideyuki Sugimura、Shougo Sato、Kensei Tokudome、Takeshi Yamada

  DOI：10.1021/ol501446w

  日期：2014.6.20

  The [3 + 2] annulation of 2,3-O-isopropylidene-aldehydo-aldose with methallyl ether leads to the stereoselective formation of a substituted tetrahydrofuran system, which is converted to a bicyclic lactone derivative via consecutive deprotection, oxidative cleavage of the terminal diol, oxidation of the resulting lactol, and Barton–McCombie deoxygenation. The efficiency of this process was demonstrated

  2,3- O-异亚丙基-醛-醛糖与甲代烯丙基醚的[3 + 2]环合反应导致取代的四氢呋喃系统的立体选择形成，并通过连续的脱保护，末端的氧化裂解将其转化为双环内酯衍生物。二醇，生成的内酯的氧化以及Barton-McCombie的脱氧。Plakortone L的首次全合成证明了这一过程的效率。
• Jefferson, Alan; Sargent, Melvyn V.; Wangchareontrakul, Sirichai, Australian Journal of Chemistry, 1988, vol. 41, # 1, p. 19 - 25
  作者：Jefferson, Alan、Sargent, Melvyn V.、Wangchareontrakul, Sirichai

  DOI：——

  日期：——
• Preparation of enantiopure 3,5,5-trialkyl-γ-butyrolactones by diastereospecific 5-endo halo lactonizations
  作者：Jean-Marc Garnier、Sylvie Robin、Régis Guillot、Gérard Rousseau

  DOI：10.1016/j.tetasy.2007.05.028

  日期：2007.7

  A new preparation of 3,5,5-trialkyl-gamma-butyrolactones of defined absolute configuration is reported. This method involves the diastereoselective alkylation of 3,4-ethylenic acids after incorporation of a chiral Evans auxiliary, and then after separation of the two diastereomers and hydrolysis of the auxiliary, stereospecific halo lactonizations. This method was applied to the preparation of a natural product, present in a sponge. (c) 2007 Elsevier Ltd. All rights reserved.