diphenyl enol phosphate of cyclohexanone | 109467-74-5

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 有机磷酸及其衍生物
• 英文名称: diphenyl enol phosphate of cyclohexanone
• 英文别名: cyclohexenyl diphenyl phosphate；cyclohex-1-enyl diphenyl phosphate；phosphoric acid cyclohex-1-enyl ester diphenyl ester；1-cyclohexen-1-yl diphenyl phosphate；Cyclohexen-1-yl diphenyl phosphate
• CAS: 109467-74-5
• 化学式: C₁₈H₁₉O₄P
• 分子量: 330.32
• InChiKey: TVNNFSRUQIAPJE-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5
• 重原子数：
  23
• 可旋转键数：
  6
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.22
• 拓扑面积：
  44.8
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  diphenyl enol phosphate of cyclohexanone 在 碘代三甲硅烷 、 氯化铵 作用下， 以 二氯甲烷 、 水 为溶剂， 以69%的产率得到1-碘环己烯
  参考文献：
  名称：

  Palladium-catalyzed direct functionalization of benzoxazoles with alkenyl iodides

  摘要：

  A straightforward procedure for the palladium-catalyzed direct functionalization of benzoxazoles with alkenyl iodides is described. The reactions employ a Pd(II)-precatalyst and use 'on water' conditions to achieve the ready union of a range of di- and tri-substituted alkenyl iodides with a small range of benzoxazoles. (C) 2012 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2012.02.014
• 作为产物：
  描述：

  环己酮 、 氯磷酸二苯酯 在 lithium diisopropyl amide 作用下， 以 四氢呋喃 为溶剂， 以95%的产率得到diphenyl enol phosphate of cyclohexanone
  参考文献：
  名称：

  镍催化的磷酸环己烯基酯与芳基硼酸的交叉偶联

  摘要：

  本文首次描述了环己烯基磷酸酯与各种芳基硼酸的镍催化交叉偶联反应。这种方法为其他涉及磷酸乙烯基酯的钯或镍催化的偶联反应打开了大门。

  DOI：

  10.1016/s0040-4039(99)00517-1

文献信息

• Palladium-Catalyzed Direct Arylations, Alkenylations, and Benzylations through C−H Bond Cleavages with Sulfamates or Phosphates as Electrophiles
  作者：Lutz Ackermann、Sebastian Barfüsser、Jola Pospech

  DOI：10.1021/ol9028034

  日期：2010.2.19

  A catalytic system comprised of Pd(OAc)2 and bidentate ligand dppe enabled first direct arylations with moisture-stable aryl sulfamates as electrophiles, and proved applicable to unprecedented C−H bond functionalizations with easily accessible alkenyl phosphates as well as benzyl phosphates.

  由Pd（OAc）2和二齿配体dppe组成的催化体系能够首先将湿气稳定的芳基氨基磺酸盐作为亲电子试剂进行直接芳基化反应，并证明适用于空前的C-H键官能化，且易于获得的烯基磷酸酯和磷酸苄酯。
• Iron-Catalyzed Alkenylation of Grignard Reagents by Enol Phosphates
  作者：Gérard Cahiez、Olivier Gager、Vanessa Habiak

  DOI：10.1055/s-2008-1067194

  日期：2008.8

  Stereoselective preparation of trisubstituted olefins can be easily performed from an Z/E-mixture of enol phosphates by reacting only the E-isomer with a Grignard reagent in the presence of Fe(acac) 3 . This procedure combines a kinetic differentiation and a stereoselective reaction. The coupling is very chemoselective in the presence of an alkyl chloride, an ester, a ketone or a nitrile.

  通过在 Fe(acac) 3 存在下仅使 E-异构体与格氏试剂反应，可以很容易地从烯醇磷酸酯的 Z/E-混合物进行三取代烯烃的立体选择性制备。该过程结合了动力学微分和立体选择性反应。在烷基氯、酯、酮或腈的存在下，偶联是非常化学选择性的。
• Process for preparing vinylphosphates
  申请人：DSM IP Assets B.V.

  公开号：EP1754709A1

  公开（公告）日：2007-02-21

  The present invention provides a process for preparing a vinylphosphate comprising reacting an enolizable ketone with a sterically hindered Grignard reagent and a halophosphate diester.

  本发明提供了一种制备乙烯基磷酸盐的工艺，该工艺包括使可烯醇化的酮与立体受阻的格氏试剂和卤代磷酸盐二酯反应。
• Polymerized oligopeptide-surfactant chiral micelles
  申请人：——

  公开号：US20010051703A1

  公开（公告）日：2001-12-13

  Chiral separations can be enhanced through the use of polymerized dipeptide-surfactant or oligopeptide-surfactant chiral micelles. Because polymerized micelles eliminate much of the complex dynamic behavior associated with conventional micelles, polymerized chiral micelles have stronger chiral recognition properties than do otherwise-identical, “conventional” or non-polymerized chiral micelles. Recovery of chiral ligands from polymerized chiral micelles is often easier, as the chiral ligands may typically be recovered by simple extraction with an appropriate organic solvent. By contrast, recovering the solute from a conventional, non-polymerized micellar medium by extraction with an organic solvent frequently results in the formation of troublesome emulsion systems. Polymerized chiral micelle systems are therefore beneficial in both preparative-scale and process-scale separations. Polymerized chiral micelles have no critical micelle concentration, allowing lower concentrations to be used in micellar electrokinetic capillary chromatography, which in turn reduces the otherwise deleterious heat that can be generated. Many polymerized dipeptide-surfactant or oligopeptide-surfactant chiral micelles have superior separation properties as compared to polymerized amino acid-surfactant chiral micelles.

  通过使用聚合二肽表面活性剂或寡肽表面活性剂手性胶束，可以提高手性分离效果。由于聚合胶束消除了与传统胶束相关的许多复杂动态行为，因此聚合手性胶束比其他相同的 "传统 "或非聚合手性胶束具有更强的手性识别特性。从聚合手性胶束中回收手性配体通常更容易，因为通常只需用适当的有机溶剂进行简单萃取即可回收手性配体。相比之下，用有机溶剂萃取从传统的非聚合胶束介质中回收溶质往往会形成麻烦的乳液体系。因此，聚合手性胶束系统在制备规模和工艺规模的分离过程中都大有裨益。聚合手性胶束没有临界胶束浓度，因此可在胶束电动毛细管色谱法中使用较低浓度的胶束，从而减少可能产生的有害热量。与聚合氨基酸表面活性剂手性胶束相比，许多聚合二肽表面活性剂或寡肽表面活性剂手性胶束具有更优越的分离性能。
• The 1,3-migration of phosphorus from oxygen to carbon: A new synthesis of β-ketophosphonates from enol phosphates
  作者：Gerald B. Hammond、Theodora Calogeropoulou、David F. Wiemer

  DOI：10.1016/s0040-4039(00)94248-5

  日期：——