(+/-)-(cis-octahydro-inden-3a-yl)-methanol | 83846-28-0

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: (+/-)-(cis-octahydro-inden-3a-yl)-methanol
• 英文别名: [(3aS,7aS)-1,2,3,4,5,6,7,7a-octahydroinden-3a-yl]methanol
• CAS: 83846-28-0
• 化学式: C₁₀H₁₈O
• 分子量: 154.252
• InChiKey: IGRKRUUTQSSECK-VHSXEESVSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.9
• 重原子数：
  11
• 可旋转键数：
  1
• 环数：
  2.0
• sp3杂化的碳原子比例：
  1.0
• 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：

  (+/-)-(cis-octahydro-inden-3a-yl)-methanol 在 ruthenium trichloride 、 sodium periodate 作用下， 以 四氯化碳 、 水 、 乙腈 为溶剂， 反应 1.0h， 生成 cis-Hexahydroindan-8-carbonsaeure
  参考文献：
  名称：

  Catalytic Cyclization/Silylation of Dienes Containing 1,1-Disubstituted Olefins Using Organolanthanide and Group 3 Organometallic Complexes

  摘要：

  The catalytic cyclization/silylation reaction of hindered dienes has been investigated using the relatively unhindered complexes Me2Si(C5H3SiMe3)(2)YCH(TMS)(2) and [Cp(2)(TMS)LnMe](2) (Ln = Y, Lu). A nide variety of dienes and trienes bearing a number of functional groups were cyclized, affording silanes containing quaternary centers in a diastereoselective fashion and in good yield. The products can be oxidized using one of several different protocols, yielding alcohols for further functionalization.

  DOI：

  10.1021/jo972359k
• 作为产物：
  描述：

  9-oxo-bicyclo[3.3.1]nonane-1-carboxylic acid ethyl ester 在 palladium on activated charcoal sodium tetrahydroborate 、 lithium aluminium tetrahydride 、 对甲苯磺酸 作用下， 以 1,4-二氧六环 、 乙醚 为溶剂， 反应 26.0h， 生成 (+/-)-(cis-octahydro-inden-3a-yl)-methanol
  参考文献：
  名称：

  Dehydration of 1-substituted secondary and tertiary bicyclo[3.3.1]nonan-9-ols. A substituent-driven rearrangement to 4-substituted and/or angularly substituted hexahydroindenes

  摘要：

  DOI：

  10.1021/jo00152a030

文献信息

• Sterol Models. I. 3a-Methyl-cis- and -trans-hexahydroindans and their -3a-Methyl-d₃ Analogs¹
  作者：Richard L. Kronenthal、Ernest I. Becker

  DOI：10.1021/ja01562a023

  日期：1957.3
• Koch,H.; Haaf,W., Chemische Berichte, 1961, vol. 94, p. 1252 - 1259
  作者：Koch,H.、Haaf,W.

  DOI：——

  日期：——
• Catalytic Cyclization/Silylation of Dienes Containing 1,1-Disubstituted Olefins Using Organolanthanide and Group 3 Organometallic Complexes
  作者：Gary A. Molander、Eric D. Dowdy、Herbert Schumann

  DOI：10.1021/jo972359k

  日期：1998.5.1

  The catalytic cyclization/silylation reaction of hindered dienes has been investigated using the relatively unhindered complexes Me2Si(C5H3SiMe3)(2)YCH(TMS)(2) and [Cp(2)(TMS)LnMe](2) (Ln = Y, Lu). A nide variety of dienes and trienes bearing a number of functional groups were cyclized, affording silanes containing quaternary centers in a diastereoselective fashion and in good yield. The products can be oxidized using one of several different protocols, yielding alcohols for further functionalization.
• Dehydration of 1-substituted secondary and tertiary bicyclo[3.3.1]nonan-9-ols. A substituent-driven rearrangement to 4-substituted and/or angularly substituted hexahydroindenes
  作者：Fabrizio Balata、Anna R. Dello Jacono、Augusto Gambacorta

  DOI：10.1021/jo00152a030

  日期：1983.2