(4S,6S)-(+)-6,10-dimethyl-5-methyleneundeca-1,9-dien-4-ol | 1308659-87-1

• 分子结构分类: 有机化合物 - 脂质和类脂质分子 - 异戊烯醇脂质
• 英文名称: (4S,6S)-(+)-6,10-dimethyl-5-methyleneundeca-1,9-dien-4-ol
• 英文别名: (4S,6S)-6,10-dimethyl-5-methylideneundeca-1,9-dien-4-ol
• CAS: 1308659-87-1
• 化学式: C₁₄H₂₄O
• 分子量: 208.344
• InChiKey: PTOYXSRQALJIJO-JSGCOSHPSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.7
• 重原子数：
  15
• 可旋转键数：
  7
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.57
• 拓扑面积：
  20.2
• 氢给体数：
  1
• 氢受体数：
  1

反应信息

• 作为产物：
  描述：

  丙烯基三氯硅烷 、 (S)-(-)-3,7-dimethyl-2-methylene-6-octenal 在 (+)-5-(2',4',6'-trimethoxyphenyl)-8,10,10-trimethyl-6-aza-tricyclo[7.1.1.0^2,7]undeca-2,4,6-triene 6-oxide 、 N,N-二异丙基乙胺 作用下， 以 乙腈 为溶剂， 反应 124.0h， 生成 (4R,6S)-6,10-dimethyl-5-methyleneundeca-1,9-dien-4-ol 、 (4S,6S)-(+)-6,10-dimethyl-5-methyleneundeca-1,9-dien-4-ol
  参考文献：
  名称：

  Enantioselective Allylation of α,β-Unsaturated Aldehydes with Allyltrichlorosilane Catalyzed by METHOX

  摘要：

  alpha,beta-Unsaturated aldehydes 6a-j undergo an enantioselective allylation with allylic trichlorosilanes 2a,b in the presence of METHOX (4) as a Lewis basic catalyst (510 mol %) to produce the homoallylic alcohols 7a-l at good to high enantioselectivity (83-96% ee). This study shows that the reactivity scope of METHOX can be extended from aromatic to nonaromatic aldehydes.

  DOI：

  10.1021/jo200712p

文献信息

• Enantioselective Allylation of α,β-Unsaturated Aldehydes with Allyltrichlorosilane Catalyzed by METHOX
  作者：Andrei V. Malkov、Maciej Barłóg、Yvonne Jewkes、Jiří Mikušek、Pavel Kočovský

  DOI：10.1021/jo200712p

  日期：2011.6.3

  alpha,beta-Unsaturated aldehydes 6a-j undergo an enantioselective allylation with allylic trichlorosilanes 2a,b in the presence of METHOX (4) as a Lewis basic catalyst (510 mol %) to produce the homoallylic alcohols 7a-l at good to high enantioselectivity (83-96% ee). This study shows that the reactivity scope of METHOX can be extended from aromatic to nonaromatic aldehydes.