((1R,2S,3R,6R)-2,4,5,6-tetramethylcyclohex-4-ene-1,3-diyl)bis(phenylmethanone)

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 二芳基庚烷
• 英文名称: ((1R,2S,3R,6R)-2,4,5,6-tetramethylcyclohex-4-ene-1,3-diyl)bis(phenylmethanone)
• 英文别名: [(1R,2R,5R,6S)-5-benzoyl-2,3,4,6-tetramethylcyclohex-3-en-1-yl]-phenylmethanone
• 化学式: C₂₄H₂₆O₂
• 分子量: 346.469
• InChiKey: CCXJRDGNSKTFMC-DBXVSBKESA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.7
• 重原子数：
  26
• 可旋转键数：
  4
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.33
• 拓扑面积：
  34.1
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为产物：
  描述：

  2-丁炔 、 反式-1-苯基-2-丁烯-1-酮 在 bis(1,5-cyclooctadiene)nickel (0) 、 三环戊基膦 作用下， 以 甲苯 为溶剂， 反应 5.0h， 以96%的产率得到((1R,2S,3R,6R)-2,4,5,6-tetramethylcyclohex-4-ene-1,3-diyl)bis(phenylmethanone)
  参考文献：
  名称：

  Nickel-Catalyzed [2 + 2 + 2] Cycloaddition of Two Enones and an Alkyne

  摘要：

  A fully intermolecular [2 + 2 + 2] cycloaddition of two enones and an alkyne has been achieved. This reaction proceeds stereoselectively to give one diastereomer as a sole product.

  DOI：

  10.1021/ol101264r

文献信息

• Nickel(0)/<i>N</i>-Heterocyclic Carbene-Catalyzed Asymmetric [2 + 2 + 2] Cycloaddition of Two Enones and an Alkyne: Access to Cyclohexenes with Four Contiguous Stereogenic Centers
  作者：Ravindra Kumar、Hiromu Tokura、Akira Nishimura、Tadashi Mori、Yoichi Hoshimoto、Masato Ohashi、Sensuke Ogoshi

  DOI：10.1021/acs.orglett.5b02983

  日期：2015.12.18

  A nickel(0)/chiral N-heterocyclic carbene (NHC)-catalyzed fully intermolecular, enantioselective [2 + 2 + 2] cycloaddition of two enones and an alkyne has been developed to access enantioenriched cyclohexenes. A single diastereomer was obtained with a successive generation of four contiguous stereogenic centers. The absolute configuration of cyclohexene derivative 3aa was determined by X-ray diffraction and circular dichroism (CD) spectral studies.
• Nickel-Catalyzed [2 + 2 + 2] Cycloaddition of Two Enones and an Alkyne
  作者：Sensuke Ogoshi、Akira Nishimura、Masato Ohashi

  DOI：10.1021/ol101264r

  日期：2010.8.6

  A fully intermolecular [2 + 2 + 2] cycloaddition of two enones and an alkyne has been achieved. This reaction proceeds stereoselectively to give one diastereomer as a sole product.