2-(2-bromo-1-methylcyclopropyl)propan-2-ol | 69661-41-2

• 英文名称: 2-(2-bromo-1-methylcyclopropyl)propan-2-ol
• CAS: 69661-41-2
• 化学式: C₇H₁₃BrO
• 分子量: 193.084
• InChiKey: AIFZZEQTZHKVAN-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.8
• 重原子数：
  9
• 可旋转键数：
  1
• 环数：
  1.0
• 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：

  2-(2-bromo-1-methylcyclopropyl)propan-2-ol 在 potassium tert-butylate 、 N,N-二异丙基乙胺 作用下， 以 二氯甲烷 、 二甲基亚砜 为溶剂， 反应 2.0h， 生成 3-[1-(methoxymethoxy)-1-methylethyl]-3-methylcyclopropene
  参考文献：
  名称：

  Catalytic Enantioselective Hydrostannation of Cyclopropenes

  摘要：

  The first examples of catalytic enantioselective hydrostannation of the C=C double bond of cyclopropenes has been demonstrated. This method allows for the efficient synthesis of 2,2-disubstituted cyclopropylstannanes with high degrees of diastereo- and enantioselectivity. The facial selectivity of this reaction is entirely controlled by steric factors. A variety of functional groups at C-3 of the cyclopropenes were tolerated.

  DOI：

  10.1021/ja0496928
• 作为产物：
  描述：

  methyl 2-bromo-1-methylcyclopropanecarboxylate 、 甲基溴化镁 以 乙醚 为溶剂， 以96%的产率得到2-(2-bromo-1-methylcyclopropyl)propan-2-ol
  参考文献：
  名称：

  Catalytic Enantioselective Hydrostannation of Cyclopropenes

  摘要：

  The first examples of catalytic enantioselective hydrostannation of the C=C double bond of cyclopropenes has been demonstrated. This method allows for the efficient synthesis of 2,2-disubstituted cyclopropylstannanes with high degrees of diastereo- and enantioselectivity. The facial selectivity of this reaction is entirely controlled by steric factors. A variety of functional groups at C-3 of the cyclopropenes were tolerated.

  DOI：

  10.1021/ja0496928

文献信息

• Rhodium-Catalyzed Hydroformylation of Cyclopropenes
  作者：William M. Sherrill、Michael Rubin

  DOI：10.1021/ja805059f

  日期：2008.10.15

  The first catalytic diastereo- and enantioselective hydroformylation of cyclopropenes was demonstrated. The reaction proceeds efficiently under very mild conditions and low catalyst loadings providing high yields of cyclopropylcarboxaldehydes. This novel methodology represents a convenient, atom-economic approach toward optically active cyclopropylcarboxaldehydes from readily available prochiral cyclopropenes.
• SYDNES L. K.; SKATTEBOL L., ACTA CHEM. SCAND. 1978, B32, NO 8, 547-552
  作者：SYDNES L. K.、 SKATTEBOL L.

  DOI：——

  日期：——