enol acetate of 3-phenylpropiophenone | 148868-87-5

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 直链 1,3-二芳基丙烷
• 英文名称: enol acetate of 3-phenylpropiophenone
• 英文别名: (Z)-1-acetyloxy-1,3-diphenylpropene；1,3-Diphenylpropenyl acetate；[(Z)-1,3-diphenylprop-1-enyl] acetate
• CAS: 148868-87-5
• 化学式: C₁₇H₁₆O₂
• 分子量: 252.313
• InChiKey: MVXZYGFGMYXWBM-LGMDPLHJSA-N

物化性质

• 沸点：
  388.5±37.0 °C(Predicted)
• 密度：
  1.092±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  4
• 重原子数：
  19
• 可旋转键数：
  5
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.12
• 拓扑面积：
  26.3
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  enol acetate of 3-phenylpropiophenone 以34%的产率得到
  参考文献：
  名称：

  ALVARO M.; BALDOVI V.; GARCIA H.; MIRANDA M. A.; PRIMO J., TETRAHEDRON LETT., 28,(1987) N 31, 3613-3614

  摘要：

  DOI：
• 作为产物：
  描述：

  乙酸异丙烯酯 、 ω-苄基苯乙酮 在 对甲苯磺酸 作用下， 以37%的产率得到enol acetate of 3-phenylpropiophenone
  参考文献：
  名称：

  Direct photolysis and electron transfer photooxygenation of enol acetates of 3-phenylpropiophenones

  摘要：

  Direct photolysis of enol acetates of 3-phenylpropiophenones la-c gives rise to the parent propiophenones 2a-c and the 1,3-acyl shift products 3a-c. By contrast, 2,4,6-triphenylpyrylium tetrafluoroborate sensitized photolysis of substrates la-c affords the alpha-acetyloxypropiophenones 79-c as the most general products. These results have been rationalized according to the generation of radical pairs in the direct photolysis and radical cations in the photoinduced electron transfer processes.

  DOI：

  10.1007/bf00808680

文献信息

• Sulfoxide ligand metal catalyzed oxidation of olefins
  申请人：The Board of Trustees of the University of Illinois

  公开号：US10266503B1

  公开（公告）日：2019-04-23

  The enantioselective synthesis of isochroman motifs has been accomplished via Pd(II)-catalyzed allylic C—H oxidation from terminal olefin precursors. Critical to the success of this goal was the development and utilization of a novel chiral aryl sulfoxide-oxazoline (ArSOX) ligand. The allylic C—H oxidation reaction proceeds with the broadest scope and highest levels asymmetric induction reported to date (avg. 92% ee, 13 examples ≥90% ee). Additionally, C(sp3)-N fragment coupling reaction between abundant terminal olefins and N-triflyl protected aliphatic and aromatic amines via Pd(II)/sulfoxide (SOX) catalyzed intermolecular allylic C—H amination is disclosed. A range of 52 allylic amines are furnished in good yields (avg. 76%) and excellent regio- and stereoselectivity (avg. >20:1 linear:branched, >20:1 E:Z). For the first time, a variety of singly activated aromatic and aliphatic nitrogen nucleophiles, including ones with stereochemical elements, can be used in fragment coupling stiochiometries for intermolecular C—H amination reactions.

  通过Pd(II)-催化的烯烃末端前体的烯丙基C—H氧化，已经实现了对异色烷基苯并环的对映选择性合成。这一目标的成功关键在于开发和利用一种新型手性芳基亚砜-噁唑啉（ArSOX）配体。烯丙基C—H氧化反应具有迄今报道的最广泛范围和最高水平的不对称诱导（平均92% ee，13个例子≥90% ee）。此外，通过Pd(II)/亚砜（SOX）催化的分子间烯丙基C—H胺化揭示了丰富的末端烯烃和N-三氟甲磺酰保护的脂肪族和芳香族胺之间的C(sp3)-N片段偶联反应。一系列52种烯丙基胺以良好的产率（平均76%）和优异的区域和立体选择性（平均>20:1线性:支链，>20:1 E:Z）提供。首次，各种单独活化的芳香族和脂肪族氮亲核试剂，包括具有立体化学元素的试剂，可以在分子间C—H胺化反应的片段偶联化学计量中使用。
• [EN] P-CHIROGENIC ORGANOPHOSPHORUS COMPOUNDS<br/>[FR] COMPOSÉS ORGANOPHOSPHOREUX P-CHIROGÈNES
  申请人：CENTRE NAT RECH SCIENT

  公开号：WO2013007724A1

  公开（公告）日：2013-01-17

  The present invention relates to novel P-chirogenic organophosphorus compounds of general formula (I). The present invention also provides a process for the synthesis of said compounds of formula (I). The present invention also relates to intermediate products of general formulae (II), (III) and (IV), as shown below, which are involved in the synthesis of compounds (I). Further, the invention relates to metal complexes comprising compounds (I) as ligands. The novel compounds and complexes of the present invention are useful in asymmetric catalysis by transition metal complexes or organocatalysis, especially for asymmetric hydrogenation or allylation. Compounds of general formula (I) may useful as agrochemical and therapeutic substances, or as reagents or intermediates for fine chemistry.

  本发明涉及一般式(I)的新型P-手性有机磷化合物。本发明还提供了一种合成上述一般式(I)化合物的方法。本发明还涉及一般式(II)、(III)和(IV)的中间产物，如下所示，这些中间产物参与了化合物(I)的合成。此外，本发明涉及包含化合物(I)作为配体的金属配合物。本发明的新型化合物和配合物在过渡金属配合物或有机催化剂的手性催化中具有用途，特别是在不对称氢化或烯丙基化中。一般式(I)的化合物可用作农药和治疗物质，或作为精细化学的试剂或中间体。
• P-CHIROGENIC ORGANOPHOSPHORUS COMPOUNDS
  申请人：CENTRE NATIONAL DE LA RECHERCHE SCIENTIFIQUE (CNRS)

  公开号：US20140142325A1

  公开（公告）日：2014-05-22

  Novel P-chirogenic organophosphorus compounds of general formula (I), a process for the synthesis of the compounds of formula (I), and intermediate products of general formulae (II), (III) and (IV), as shown below, are involved in the synthesis of compounds (I). Metal complexes including compounds (I) as ligands are also described. The novel compounds and complexes are useful in asymmetric catalysis by transition metal complexes or organocatalysis, especially for asymmetric hydrogenation or allylation. Compounds of general formula (I) may be useful as agrochemical and therapeutic substances, or as reagents or intermediates for fine chemistry.

  通式为（I）的新型P-手性有机磷化合物的合成方法，以及通式为（II）、（III）和（IV）的中间体，如下所示，参与了化合物（I）的合成。还描述了以化合物（I）为配体的金属配合物。这些新型化合物和配合物在过渡金属配合物或有机催化剂的不对称催化中非常有用，特别是在不对称氢化或烯丙基化中。通式为（I）的化合物可能在农药和治疗物质中有用，或作为精细化学的试剂或中间体。
• CATALYST FOR ASYMMETRIC SYNTHESIS, LIGAND FOR USE THEREIN, AND PROCESS FOR PRODUCING OPTICALLY ACTIVE COMPOUND THROUGH ASYMMETRIC SYNTHESIS REACTION USING THEM
  申请人：Japan Science and Technology Agency

  公开号：EP1854802A1

  公开（公告）日：2007-11-14

  Compounds represented by the following general formula (1a) or (1b). A complex comprising a center metal of rhodium and a compound represented by the following general formula (1a) or (1b) as a ligand. A catalyst for optically active beta-substituted carbonyl compound synthesis and catalyst for asymmetric 1, 2 addition reaction being composed of the complex. A method of production of an optically active beta-aryl compound from an alpha, beta-unsaturated compound and an aryl-boronic acid derivative and method of production of an optically active aryl alcohol compound from an aldehyde compound and aryl boronic acid derivatives using the catalyst. A complex comprising a center metal of palladium and a compound represented by the following general formula (1a) or (1b) as a ligand. A catalyst for asymmetric allylic substitution reaction being composed of the complex. A method of production of an optically active dialkyl (1,3-disubstituted propeny)malonate compound from a 1,3- disubstituted ally acetate compound and a dialkyl malonate and method of production of an optically active allylamine compound from a 1,3-disubstituted ally acetate compound and an amine compound. The compounds have not only the versatility of being usable in the synthesis of wide-ranging optically active aryl compounds but also the selectivity and reactivity permitting synthesis with high yield within a short period of time under industrially advantageous mild conditions.

  由以下通式(1a)或(1b)代表的化合物。 由中心金属铑和通式(1a)或(1b)代表的化合物作为配体组成的配合物。由该配合物组成的光学活性β-取代羰基化合物合成催化剂和不对称1，2加成反应催化剂。利用该催化剂从α，β-不饱和化合物和芳基硼酸衍生物制取光学活性β-芳基化合物的方法，以及利用该催化剂从醛化合物和芳基硼酸衍生物制取光学活性芳基醇化合物的方法。一种由钯中心金属和作为配体的下式(1a)或(1b)代表的化合物组成的配合物。一种由该配合物组成的不对称烯丙基取代反应催化剂。由 1，3-二取代的乙酸烯丙酯化合物和丙二酸二烷基酯生产光学活性二烷基（1，3-二取代丙 烯）丙二酸酯化合物的方法，以及由 1，3-二取代的乙酸烯丙酯化合物和胺化合物生产光学活性 烯丙基胺化合物的方法。这些化合物不仅具有可用于合成各种光学活性芳基化合物的多功能性，而且还具有选择性和反应性，可在工业上有利的温和条件下在短时间内以高产率合成。
• New 6,6'-bis-(1-phosphanorbornadiene) diphosphines, their preparation and their uses
  申请人：——

  公开号：US20020042540A1

  公开（公告）日：2002-04-11

  A subject of the present invention is new 6,6′-bis-(1-phosphanorbornadiene) diphosphines, their preparation process and their use in asymmetrical catalysis. The new diphosphines correspond to general formula (I): 1 in which R 1 , R 2 , R 3 , R 4 , R 5 are as defined in claim 1.

  本发明的一个主题是新的6,6′-双(1-膦基冰片二烯)二膦、它们的制备过程及其在不对称催化中的用途。 新型二膦符合通式 (I)： 1 其中 R 1 , R 2 , R 3 , R 4 , R 5 如权利要求 1.