(R)-3-phenyl-3,4-dihydronaphthalen-1(2H)-one

• 分子结构分类: 有机化合物 - 苯类化合物 - 萘
• 英文名称: (R)-3-phenyl-3,4-dihydronaphthalen-1(2H)-one
• 英文别名: (3R)-3-phenyl-3,4-dihydro-2H-naphthalen-1-one
• 化学式: C₁₆H₁₄O
• 分子量: 222.287
• InChiKey: HNDSZALVIVDDGH-CQSZACIVSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.4
• 重原子数：
  17
• 可旋转键数：
  1
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.19
• 拓扑面积：
  17.1
• 氢给体数：
  0
• 氢受体数：
  1

反应信息

• 作为产物：
  描述：

  (4S,5R)-1-((R)-3,4-Diphenyl-butyryl)-3,4-dimethyl-5-phenyl-imidazolidin-2-one 在 三氟甲磺酸 作用下， 以 苯 为溶剂， 生成 (R)-3-phenyl-3,4-dihydronaphthalen-1(2H)-one
  参考文献：
  名称：

  Efficient Asymmetric Synthesis of the Four Diastereomers of Diphenacoum and Brodifacoum

  摘要：

  A highly stereo- and enantio-selective approach to the four stereoisomers of the rodenticides, diphenacoum and brodifacoum, is described. The key step involves the stereospecific formation of one of the crucial bonds in the molecular backbone, and is based on asymmetric organocopper 1,4-addition to chiral imides. Intramolecular cyclization of the resulting butanoate and coupling with 4-hydroxycoumarin, afford the title compounds. (C) 1997 Elsevier Science Ltd.

  DOI：

  10.1016/s0040-4020(97)00254-8

文献信息

• Rhodium-Catalyzed, Enantioselective Hydroacylation of <i>ortho</i>-Allylbenzaldehydes
  作者：Kirsten F. Johnson、Adam C. Schmidt、Levi M. Stanley

  DOI：10.1021/acs.orglett.5b02559

  日期：2015.10.2

  The development of a rhodium catalyst for endo- and enantioselective hydroacylation of ortho-allylbenzaldehydes is reported. A catalyst generated in situ from [Rh(COD)Cl]2, (R)-DTBM-SEGPHOS, and NaBARF promotes the desired hydroacylation reactions and minimizes the formation of byproducts from competitive alkene isomerization and ene/dehydration pathways. These rhodium-catalyzed processes generate

  铑催化剂的发展内及对映选择性加氢酰化-邻报道-allylbenzaldehydes。由[Rh（COD）Cl] 2，（R）-DTBM-SEGPHOS和NaBARF原位生成的催化剂可促进所需的加氢酰化反应，并使竞争性烯烃异构化和烯/脱水途径形成的副产物最小化。这些铑催化的过程以中等到高的产率（49-91％）产生了3,4-二氢萘-1（2 H）-one产物，并且具有出色的对映选择性（96-99％ee）。
• Efficient Asymmetric Synthesis of the Four Diastereomers of Diphenacoum and Brodifacoum
  作者：Pieter S. van Heerden、Barend C.B. Bezuidenhoudt、Daneel Ferreira

  DOI：10.1016/s0040-4020(97)00254-8

  日期：1997.4

  A highly stereo- and enantio-selective approach to the four stereoisomers of the rodenticides, diphenacoum and brodifacoum, is described. The key step involves the stereospecific formation of one of the crucial bonds in the molecular backbone, and is based on asymmetric organocopper 1,4-addition to chiral imides. Intramolecular cyclization of the resulting butanoate and coupling with 4-hydroxycoumarin, afford the title compounds. (C) 1997 Elsevier Science Ltd.