(S,S)-6-methylbicyclo[3.3.1]nona-6-ene-2-one | 1433725-20-2

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: (S,S)-6-methylbicyclo[3.3.1]nona-6-ene-2-one
• 英文别名: (1S,5S)-6-methylbicyclo[3.3.1]non-6-en-2-one
• CAS: 1433725-20-2
• 化学式: C₁₀H₁₄O
• 分子量: 150.221
• InChiKey: DUPYWYQWWDIVLW-IUCAKERBSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.3
• 重原子数：
  11
• 可旋转键数：
  0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.7
• 拓扑面积：
  17.1
• 氢给体数：
  0
• 氢受体数：
  1

反应信息

• 作为反应物：
  描述：

  (S,S)-6-methylbicyclo[3.3.1]nona-6-ene-2-one 、 对甲苯磺酰肼 以 乙醇 为溶剂， 反应 4.0h， 以81%的产率得到(S,S)-6-methylbicyclo[3.3.1]nona-6-en-2-one 4-methylbenzenesulfonhydrazone
  参考文献：
  名称：

  Asymmetric Cross-Dimerization between Methyl Methacrylate and Substituted Alkene by Ru(0)–Bicyclononadiene Complex

  摘要：

  New Ru(0)-naphthalene complexes containing a bicyclononadiene ligand catalyze the linear cross-dimerization between methyl methacrylate and substituted alkenes by an oxidative coupling mechanism. The chiral (S,S)-2-methylbicyclo[3.3.1]nona-2,6-diene complex (S,5)-1b catalyzes asymmetric linear cross-dimerization between methyl methacrylate and 2,5-dihydrofuran to give the cross-dimer In 74% yield In 80% ee.

  DOI：

  10.1021/ol400963d
• 作为产物：
  描述：

  (S,S)-bicyclo[3.3.1]nonane-2,6-dione 在 三氟化硼乙醚 作用下， 以 四氢呋喃 、 二氯甲烷 为溶剂， 反应 4.0h， 生成 (S,S)-6-methylbicyclo[3.3.1]nona-6-ene-2-one
  参考文献：
  名称：

  Asymmetric Cross-Dimerization between Methyl Methacrylate and Substituted Alkene by Ru(0)–Bicyclononadiene Complex

  摘要：

  New Ru(0)-naphthalene complexes containing a bicyclononadiene ligand catalyze the linear cross-dimerization between methyl methacrylate and substituted alkenes by an oxidative coupling mechanism. The chiral (S,S)-2-methylbicyclo[3.3.1]nona-2,6-diene complex (S,5)-1b catalyzes asymmetric linear cross-dimerization between methyl methacrylate and 2,5-dihydrofuran to give the cross-dimer In 74% yield In 80% ee.

  DOI：

  10.1021/ol400963d

文献信息

• [EN] CATALYST PRECURSOR AND METHOD FOR SYNTHESIZING ASYMMETRIC CHAIN COMPOUND<br/>[FR] PRÉCURSEUR DE CATALYSEUR ET PROCÉDÉ POUR LA SYNTHÈSE DE COMPOSÉ À CHAÎNE ASYMÉTRIQUE
  申请人：UNIV TOKYO NAT UNIV CORP

  公开号：WO2014126068A1

  公开（公告）日：2014-08-21

  　本発明では、キラルな環状ジエン配位子である第１の配位子と第２の配位子とを有するルテニウムを含む触媒前駆体が提供される。
• Asymmetric Cross-Dimerization between Methyl Methacrylate and Substituted Alkene by Ru(0)–Bicyclononadiene Complex
  作者：Yuki Hiroi、Nobuyuki Komine、Sanshiro Komiya、Masafumi Hirano

  DOI：10.1021/ol400963d

  日期：2013.5.17

  New Ru(0)-naphthalene complexes containing a bicyclononadiene ligand catalyze the linear cross-dimerization between methyl methacrylate and substituted alkenes by an oxidative coupling mechanism. The chiral (S,S)-2-methylbicyclo[3.3.1]nona-2,6-diene complex (S,5)-1b catalyzes asymmetric linear cross-dimerization between methyl methacrylate and 2,5-dihydrofuran to give the cross-dimer In 74% yield In 80% ee.