(E)-4-methyldec-4-en-1-ol | 58203-65-9

• 分子结构分类: 有机化合物 - 脂质和类脂质分子 - 脂肪酰基
• 英文名称: (E)-4-methyldec-4-en-1-ol
• CAS: 58203-65-9
• 化学式: C₁₁H₂₂O
• 分子量: 170.295
• InChiKey: XRHMXCQANGQRJU-DHZHZOJOSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.9
• 重原子数：
  12
• 可旋转键数：
  7
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.82
• 拓扑面积：
  20.2
• 氢给体数：
  1
• 氢受体数：
  1

反应信息

• 作为反应物：
  描述：

  (E)-4-methyldec-4-en-1-ol 在 2,6-二甲基吡啶 、 sodium hydroperoxide 、 rhenium(VII) oxide 作用下， 生成 (S)-1-((S)-2-Methyl-tetrahydro-furan-2-yl)-hexan-1-ol
  参考文献：
  名称：

  Directed oxidative cyclization of 5-hydroxyalkenes with rhenium oxide

  摘要：

  5-Hydroxyalkenes react with rhenium(VII) oxide (Re2O7) to provide 2-hydroxymethyltetrahydrofurans. Oxidative cyclization occurs with overall syn addition to the alkenes in moderate yields with little tendency toward oxidation of alcohols to carbonyl compounds.

  DOI：

  10.1016/0040-4039(92)80010-h

文献信息

• Oxidative cyclization of 5-hydroxyalkenes with rhenium oxide, utilizing a co-oxidant. IV
  作者：Suhan Tang、Robert M. Kennedy

  DOI：10.1016/s0040-4039(00)79078-2

  日期：1992.9

  5-Hydroxylalkenes react with rhenium(VII) oxide in the presence of another oxidant, H5IO6, to provide substituted tetrahydrofurans. The yield and stereoselectivity are comparable to stoichiometric results.

  5-羟基烯烃与氧化rh（VII）在另一种氧化剂H 5 IO 6的存在下反应，提供取代的四氢呋喃。产率和立体选择性与化学计量结果相当。
• Enantioselective Bromocyclization of Olefins Catalyzed by Chiral Phosphoric Acid
  作者：Deshun Huang、Haining Wang、Fazhen Xue、Huan Guan、Lijun Li、Xianyou Peng、Yian Shi

  DOI：10.1021/ol202527g

  日期：2011.12.16

  A chiral phosphoric acid catalyzed enantioselective bromocyclization of olefins is described. Various cis-, trans-, or trisubstituted γ-hydroxy-alkenes and γ-amino-alkenes can cyclize under the reaction conditions to give optically active 2-substituted tetrahydrofurans and tetrahydropyrroles in up to 91% ee.

  描述了手性磷酸催化的烯烃的对映选择性溴环化。各种顺式，反式或三取代的γ-羟基烯烃和γ-氨基烯烃可以在反应条件下环化，得到光学活性的2-取代的四氢呋喃和四氢吡咯，其ee含量高达91％。
• Directed oxidative cyclization of 5-hydroxyalkenes with rhenium oxide
  作者：Robert M. Kennedy、Suhan Tang

  DOI：10.1016/0040-4039(92)80010-h

  日期：1992.6

  5-Hydroxyalkenes react with rhenium(VII) oxide (Re2O7) to provide 2-hydroxymethyltetrahydrofurans. Oxidative cyclization occurs with overall syn addition to the alkenes in moderate yields with little tendency toward oxidation of alcohols to carbonyl compounds.