3-methyl-5-phenylpent-1-en-3-yl acetate | 55066-46-1

• 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: 3-methyl-5-phenylpent-1-en-3-yl acetate
• 英文别名: 3-methyl-5-phenylpenten-3-yl acetate；(3-Methyl-5-phenylpent-1-en-3-yl) acetate；(3-methyl-5-phenylpent-1-en-3-yl) acetate
• CAS: 55066-46-1
• 化学式: C₁₄H₁₈O₂
• 分子量: 218.296
• InChiKey: ALHVIPKRSNAMOV-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.3
• 重原子数：
  16
• 可旋转键数：
  6
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.36
• 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：

  甲基丁胺 、 3-methyl-5-phenylpent-1-en-3-yl acetate 在 4,7-二氯-1,10-菲咯啉 、 C₁₀H₁₆Cl₂Ru 作用下， 以 乙腈 为溶剂， 反应 19.0h， 以40%的产率得到N-butyl-N,3-dimethyl-5-phenylpent-1-en-3-amine
  参考文献：
  名称：

  钌催化的乙酸烯丙酯对α，α-二取代的烯丙基胺的区域选择性构建

  摘要：

  用几种类型的胺完成了钌催化的叔烯丙基乙酸酯的区域选择性烯丙基胺化。Cp * RuCl 2 / 5,5'-二甲基-2,2'-联吡啶或其相关的钌催化剂体系有效地催化了该反应，并以中等至高收率形成了α，α-二取代的烯丙基胺为单一的区域异构体。

  DOI：

  10.1021/acs.orglett.6b03672
• 作为产物：
  描述：

  3-methyl-5-phenylpent-1-yn-3-yl acetate 在 potassium tert-butylate 、 copper(II) acetate monohydrate 、 1,3-双(2,6-二异丙基苯基)氯化咪唑鎓 、 叔丁醇 作用下， 以 甲苯 为溶剂， 反应 10.0h， 以98%的产率得到3-methyl-5-phenylpent-1-en-3-yl acetate
  参考文献：
  名称：

  Copper-catalyzed Z-selective semihydrogenation of alkynes with hydrosilane: a convenient approach to cis-alkenes

  摘要：

  A copper catalyst generated in situ from widely available copper salt and imidazolium salt in the presence of t-BuOK showed high efficiency for the semihydrogenation of a wide range of internal and terminal alkynes to their corresponding alkenes without obvious over-reduction. Functional groups, such as hydroxyl, nitro, halides, and amino, etc. were tolerated. The Z/E ratios of the obtained alkenes were generally >99%. Finally, semireduction of bulky alkynes also went smoothly. (C) 2014 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2014.01.053

文献信息

• Reductive coupling of allylic acetates with carbonyl compounds by using Pd(0)-SmI2 system
  作者：Takanori Tabuchi、Junji Inanaga、Masaru Yamaguchi

  DOI：10.1016/s0040-4039(00)84214-8

  日期：1986.1

  Reductive coupling of allylic acetates with carbonyl compounds proceeded by SmI2 in the presence of catalytic Pd(0) to yield homoallylic alcohols.

  SmI 2在催化性Pd（0）的存在下，通过乙酸SmI 2进行烯丙基乙酸酯与羰基化合物的还原偶联，得到均烯丙基醇。
• Ligand-Controlled Regiodivergent Ni-Catalyzed Reductive Carboxylation of Allyl Esters with CO₂
  作者：Toni Moragas、Josep Cornella、Ruben Martin

  DOI：10.1021/ja509077a

  日期：2014.12.24

  A novel Ni-catalyzed regiodivergent reductive carboxylation of allyl esters with CO2 has been developed. This mild, user-friendly, and operationally simple method is characterized by an exquisite selectivity profile that is dictated by the ligand backbone.
• Regioselective Construction of α,α-Disubstituted Allylic Amines by the Ruthenium-Catalyzed Allylic Amination of Tertiary Allylic Acetates
  作者：Shota Mizuno、Shou Terasaki、Toru Shinozawa、Motoi Kawatsura

  DOI：10.1021/acs.orglett.6b03672

  日期：2017.2.3

  The ruthenium-catalyzed regioselective allylic amination of tertiary allylic acetates with several types of amines has been accomplished. The reaction was effectively catalyzed by Cp*RuCl2/5,5′-dimethyl-2,2′-bipyridine or its related ruthenium catalyst systems, and α,α-disubstituted allylic amines were formed as a single regioisomer in moderate to high yields.

  用几种类型的胺完成了钌催化的叔烯丙基乙酸酯的区域选择性烯丙基胺化。Cp * RuCl 2 / 5,5'-二甲基-2,2'-联吡啶或其相关的钌催化剂体系有效地催化了该反应，并以中等至高收率形成了α，α-二取代的烯丙基胺为单一的区域异构体。
• Copper-catalyzed Z-selective semihydrogenation of alkynes with hydrosilane: a convenient approach to cis-alkenes
  作者：Guang-Hui Wang、Huai-Yu Bin、Miao Sun、Shu-Wei Chen、Ji-Hong Liu、Chong-Min Zhong

  DOI：10.1016/j.tet.2014.01.053

  日期：2014.3

  A copper catalyst generated in situ from widely available copper salt and imidazolium salt in the presence of t-BuOK showed high efficiency for the semihydrogenation of a wide range of internal and terminal alkynes to their corresponding alkenes without obvious over-reduction. Functional groups, such as hydroxyl, nitro, halides, and amino, etc. were tolerated. The Z/E ratios of the obtained alkenes were generally >99%. Finally, semireduction of bulky alkynes also went smoothly. (C) 2014 Elsevier Ltd. All rights reserved.