(1R,2R,6S)-2-methylbicyclo<4.1.0>heptan-2-ol | 130796-00-8

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: (1R,2R,6S)-2-methylbicyclo<4.1.0>heptan-2-ol
• 英文别名: (1R,2R,6S)-2-methylbicyclo[4.1.0]heptan-2-ol
• CAS: 130796-00-8
• 化学式: C₈H₁₄O
• 分子量: 126.199
• InChiKey: MLCSQPJVFGFBLU-XLPZGREQSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.5
• 重原子数：
  9
• 可旋转键数：
  0
• 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

• 作为产物：
  描述：

  (1R,6S)-2-norcaranone cyclic (1S, 2S)-1,2-bis<(benzyloxy)methyl>ethylene acetal 在 盐酸 作用下， 以 四氢呋喃 、 甲醇 为溶剂， 生成 (1R,2R,6S)-2-methylbicyclo<4.1.0>heptan-2-ol
  参考文献：
  名称：

  Diastereoselective manipulations of conformationally restricted enantiomerically pure bicyclo[m.1.0]alkanes. 1. Nucleophilic additions to the carbonyl carbons of bicyclo[m.1.0]alkan-2-ones

  摘要：

  DOI：

  10.1016/s0040-4039(00)97677-9

文献信息

• Diastereoselective Manipulations of Bicyclo[<i>m</i>.1.0]alkane Derivatives. 2. Nucleophilic Additions to the Carbonyl Carbons of Bicyclo[<i>m</i>.1.0]alkan-2-ones¹
  作者：Eugene A. Mash、Timothy M. Gregg、Michelle A. Kaczynski

  DOI：10.1021/jo951753k

  日期：1996.1.1

  Enantiomerically enriched bicyclo[m.1.0]alkan-2-ones having larger ring sizes between five and 16 members were prepared and subjected to additions of nucleophiles to the carbonyl carbon. Such additions were efficient and highly diastereoselective for all nucleophiles for bicycles with ring sizes greater than seven. Diastereoselectivity for these additions is rationalized by assuming early transition states and exposure of the same carbonyl face to the ring exterior in the vast majority of populated conformers for each bicyclic ketone.
• Diastereoselective manipulations of conformationally restricted enantiomerically pure bicyclo[m.1.0]alkanes. 1. Nucleophilic additions to the carbonyl carbons of bicyclo[m.1.0]alkan-2-ones
  作者：Eugene A. Mash、Michelle A. Kaczynski、Daniel P. Dolata

  DOI：10.1016/s0040-4039(00)97677-9

  日期：1990.1