(3-methyl-oxiranyl)-phenyl-methanol | 34501-28-5

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: (3-methyl-oxiranyl)-phenyl-methanol
• 英文别名: (3-Methyloxiran-2-yl)-phenylmethanol
• CAS: 34501-28-5
• 化学式: C₁₀H₁₂O₂
• 分子量: 164.204
• InChiKey: LZVKZAOYBXEFCJ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.2
• 重原子数：
  12
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.4
• 拓扑面积：
  32.8
• 氢给体数：
  1
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  (3-methyl-oxiranyl)-phenyl-methanol 生成 (3-methyloxiran-2-yl)(phenyl)methanone
  参考文献：
  名称：

  Indium-Promoted Chemo- and Diastereoselective Allylation of α,β-Epoxy Ketones with Potassium Allyltrifluoroborate

  摘要：

  A practical method for the chemo- and diastereoselective allylation of alpha,beta-epoxy ketones has been developed by using the convenient air and moisture stable reagent potassium allyltrifluoroborate. Indium metal was found to promote addition in stoichiometric or catalytic amounts, to afford alpha,beta-epoxyhomoallylic tertiary alcohols in high yields and diastereoselectivities, without competing ring-scission of the epoxide.

  DOI：

  10.1021/ol1023757
• 作为产物：
  描述：

  (3-methyloxiran-2-yl)(phenyl)methanone 在 三正丁基氢锡 作用下， 以 四氢呋喃 为溶剂， 反应 1.0h， 以90%的产率得到(3-methyl-oxiranyl)-phenyl-methanol
  参考文献：
  名称：

  的新的合成顺式-α，β环氧醇通过α的非对映选择性还原羰基，β -环氧酮

  摘要：

  一种新型的氢化锡试剂Bu 3 SnH-Bu 4 NCN，可在高非对映选择性下将α，β-环氧酮还原为相应的顺式-α，β-环氧醇。

  DOI：

  10.1016/s0040-4039(00)78454-1

文献信息

• The remarkable cobalt- and phase-transfer-catalyzed carbonylation of epoxy alcohols: a formal triple carbonylation reaction
  作者：Howard Alper、Amichai Eisenstat、Nistala Satyanarayana

  DOI：10.1021/ja00175a050

  日期：1990.9
• ALPER, HOWARD;EISENSTAT, AMICHAI;SATYANARAYANA, NISTALA, J. AMER. CHEM. SOC., 112,(1990) N9, C. 7060-7061
  作者：ALPER, HOWARD、EISENSTAT, AMICHAI、SATYANARAYANA, NISTALA

  DOI：——

  日期：——
• Meth-Cohn Otto, Horak R. Martinus, Fouche Gerda, J. Chem. Soc. Perkin Trans. 1, (1994) N 11, S 1517-1527
  作者：Meth-Cohn Otto, Horak R. Martinus, Fouche Gerda

  DOI：——

  日期：——
• TISHCHENKO I. G.; BUBEL O. N.; STASEVICH G. Z., VESTSI AN BSSR. CEP. XIM. N., IZV. AN BSSR. CEP. XIM. N., 1979, HO 1, 89-+
  作者：TISHCHENKO I. G.、 BUBEL O. N.、 STASEVICH G. Z.

  DOI：——

  日期：——
• Indium-Promoted Chemo- and Diastereoselective Allylation of α,β-Epoxy Ketones with Potassium Allyltrifluoroborate
  作者：Farhad Nowrouzi、John Janetzko、Robert A. Batey

  DOI：10.1021/ol1023757

  日期：2010.12.3

  A practical method for the chemo- and diastereoselective allylation of alpha,beta-epoxy ketones has been developed by using the convenient air and moisture stable reagent potassium allyltrifluoroborate. Indium metal was found to promote addition in stoichiometric or catalytic amounts, to afford alpha,beta-epoxyhomoallylic tertiary alcohols in high yields and diastereoselectivities, without competing ring-scission of the epoxide.