1-oxo-2-(3-oxobutyl)-1,2,3,4-tetrahydronaphthalene-2-carboxylic acid ethyl ester | 170969-97-8

• 分子结构分类: 有机化合物 - 苯类化合物 - 萘
• 英文名称: 1-oxo-2-(3-oxobutyl)-1,2,3,4-tetrahydronaphthalene-2-carboxylic acid ethyl ester
• 英文别名: ethyl 1-oxo-2-(3-oxobutyl)-1,2,3,4-tetrahydronaphthalene-2-carboxylate；Ethyl 1-oxo-2-(3-oxobutyl)-3,4-dihydronaphthalene-2-carboxylate
• CAS: 170969-97-8
• 化学式: C₁₇H₂₀O₄
• 分子量: 288.343
• InChiKey: OZTVJCQYEMJQTO-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.3
• 重原子数：
  21
• 可旋转键数：
  6
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.47
• 拓扑面积：
  60.4
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  1-oxo-2-(3-oxobutyl)-1,2,3,4-tetrahydronaphthalene-2-carboxylic acid ethyl ester 在 四丁基氟化铵 、 tert-butylammonium hexafluorophosphate(V) 、 三乙胺 作用下， 以 四氢呋喃 为溶剂， 生成 (+/-)-(1R*,10R*,11S*)-10-hydroxy-11-methyl-12-oxatetracyclo[9.2.2.0<1,10>.0<4,9>]pentadeca-4(9),5,7-trien-13-one
  参考文献：
  名称：

  trans-Stereoselective intramolecular crossed pinacol coupling of aromatic 1,4-, 1,5-, and 1,6-diketones by electroreduction

  摘要：

  Electroreduction of aromatic 1,4-, 1,5-, and 1,6-diketones in the presence of chlorotrimethylsilane and triethylamine gave four-, five-, and six-membered 1,2-diols with trans-stereoselectivity. (C) 2004 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2004.08.120
• 作为产物：
  描述：

  1-氧代-1,2,3,4-四氢萘-2-羧酸乙酯 、 丁烯酮 在 六甲基磷酰三胺 、 lithium chloride 作用下， 生成 1-oxo-2-(3-oxobutyl)-1,2,3,4-tetrahydronaphthalene-2-carboxylic acid ethyl ester
  参考文献：
  名称：

  A New Method for the Preparation of Michael Adducts and Cyclic Enones Using Lithium Chloride-Hexamethylphosphoramide System.

  摘要：

  一种使用氯化锂和六甲基磷酰胺的新程序被发现对迈克尔型加成物和环己烯酮的合成非常有用。通过改变反应温度，可以控制两种产品的选择性。此外，还研究了以脲类溶剂替代六甲基磷酰胺的情况。

  DOI：

  10.1248/cpb.43.734

文献信息

• Electroreductive crossed pinacol coupling of aromatic ketones with aliphatic ketones and aldehydes
  作者：Naoki Kise、Yousuke Shiozawa、Nasuo Ueda

  DOI：10.1016/j.tet.2007.04.050

  日期：2007.6

  The intermolecular crossed pinacol coupling of aromatic ketones with aliphatic aldehydes and ketones was effected by electroreduction in the presence of chlorotrimethylsilane. The best result was obtained using a Pb cathode in Bu4NPF6/THF. The electroreduction of aromatic 1,4-, 1,5-, and 1,6-diketones under the same conditions gave four-, five-, and six-membered 1,2-diols with trans-stereoselectivity

  芳族酮与脂族醛和酮的分子间交叉频哪醇偶联是在氯代三甲基硅烷存在下通过电还原实现的。使用Bu 4 NPF 6 / THF中的Pb阴极可获得最佳结果。在相同条件下电还原芳族1,4-，1,5-和1,6-二酮可得到具有反式立体选择性的四元，五元和六元1,2-二醇TiCl 4 -Zn的二酮主要产生相同分子内交叉频哪醇偶联产物的顺式异构体。
• Polymer−Micelle Incarcerated Scandium as a Polymer-Supported Catalyst for High-Throughput Organic Synthesis
  作者：Masahiro Takeuchi、Ryo Akiyama、Shū Kobayashi

  DOI：10.1021/ja053176f

  日期：2005.9.28

  several fundamental carbon-carbon bond-forming reactions. The catalyst is recovered quantitatively by simple filtration and reused several times without loss of catalytic activity, and no Sc leaching was observed in all reactions (<0.1 ppm). In addition, several solvents are available, and these aspects are suitable for high-throughput organic synthesis (HTOS). To the best of our knowledge, this is the

  已经开发了一种用于 Sc(OTf)3 的新型固定技术，即聚合物胶束嵌入 (PMI) 方法。PMI Sc(OTf)3 在几个基本的碳-碳键形成反应中非常活跃。催化剂通过简单过滤定量回收并重复使用数次而不会损失催化活性，并且在所有反应中均未观察到 Sc 浸出（<0.1 ppm）。此外，还有几种溶剂可用，这些方面都适用于高通量有机合成（HTOS）。据我们所知，这是第一个利用聚合物胶束固定路易斯酸的例子。
• Polymer incarcerated lewis acid metal catalyst
  申请人：Kobayashi Shu

  公开号：US20070191624A1

  公开（公告）日：2007-08-16

  The objective is to incarcerate a Lewis acid metal in a polymer and to make this catalyst recoverable while maintaining its function as a Lewis acid metal catalyst. The present invention is a polymer-incarcerated Lewis acid metal catalyst in which a Lewis acid metal is incarcerated in a crosslinked polymer and the crosslinked polymer is crosslinked using the crosslinking groups contained in a crosslinkable polymer. The polymer incarcerated Lewis acid metal catalyst is characterized by the crosslinkable polymer containing at least one type of monomer unit containing hydrophobic substituents and hydrophilic substituents containing crosslinking groups, and the hydrophobic substituents contain aromatic substituents. This crosslinkable polymer preferably comprises at least one type of monomer unit containing hydrophobic substituents and hydrophilic substituents containing crosslinking groups and a monomer unit containing hydrophobic substituents. This catalyst can be obtained by subjecting a polymer micelle incarcerated Lewis acid metal obtained by mixing an organic solution containing a crosslinkable polymer and a Lewis acid metal with a bad solvent to a crosslinking reaction. This catalyst is useful as a catalyst in aldol reactions, cyanolation reactions, allylation reactions, Michael reactions, Mannich reactions, Diels Alder reactions and Friedel Crafts reactions.

  本发明的目的是将Lewis酸金属固定在聚合物中，并使该催化剂可回收，同时保持其作为Lewis酸金属催化剂的功能。本发明提供了一种聚合物固定的Lewis酸金属催化剂，其中Lewis酸金属被固定在交联聚合物中，交联聚合物使用可交联聚合物中所含的交联基团进行交联。该聚合物固定的Lewis酸金属催化剂的特点是可交联聚合物含有至少一种含有疏水取代基和含有交联基团的亲水取代基的单体单元，并且疏水取代基含有芳香取代基。该可交联聚合物最好包括至少一种含有疏水取代基和含有交联基团的亲水取代基的单体单元和一种含有疏水取代基的单体单元。该催化剂可通过将含有可交联聚合物和Lewis酸金属的有机溶液与劣溶剂混合后进行交联反应得到。该催化剂在Aldol反应、氰化反应、烯丙基化反应、Michael反应、Mannich反应、Diels Alder反应和Friedel Crafts反应中是有用的催化剂。
• US7470646B2
  申请人：——

  公开号：US7470646B2

  公开（公告）日：2008-12-30
• A New Method for the Preparation of Michael Adducts and Cyclic Enones Using Lithium Chloride-Hexamethylphosphoramide System.
  作者：Yutaka OZAKI、Ayako KUBO、Kyouko OKAMURA、Sang-Won KIM

  DOI：10.1248/cpb.43.734

  日期：——

  A new procedure using lithium chloride in hexamethylphosphoramide was found to be useful for the synthesis of Michael-type adducts and cyclic enones. Selectivity for the two products could be controlled by altering the reaction temperature employed. The urea-type solvents were also examined instead of hexamethylphosphoramide.

  一种使用氯化锂和六甲基磷酰胺的新程序被发现对迈克尔型加成物和环己烯酮的合成非常有用。通过改变反应温度，可以控制两种产品的选择性。此外，还研究了以脲类溶剂替代六甲基磷酰胺的情况。