(R)-N-cyclohexyl-2-methylpropane-2-sulfinamide | 1316848-50-6

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 亚磺酸及其衍生物
• 英文名称: (R)-N-cyclohexyl-2-methylpropane-2-sulfinamide
• 英文别名: (R)-N-(cyclohexyl)-tert-butanesulfinamide
• CAS: 1316848-50-6
• 化学式: C₁₀H₂₁NOS
• 分子量: 203.349
• InChiKey: FOSDVDCBCWKMQF-CYBMUJFWSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.5
• 重原子数：
  13
• 可旋转键数：
  3
• 环数：
  1.0
• sp3杂化的碳原子比例：
  1.0
• 拓扑面积：
  48.3
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  (R)-(-)-N-cyclohexylidene-2-methylpropane-2-sulfinamide 在 sodium tetrahydroborate 作用下， 以 四氢呋喃 为溶剂， 以177 mg的产率得到(R)-N-cyclohexyl-2-methylpropane-2-sulfinamide
  参考文献：
  名称：

  Chiral Sulfinamide/Achiral Sulfonic Acid Cocatalyzed Enantioselective Protonation of Enol Silanes

  摘要：

  The application of chiral sulfinamides and achiral sulfonic acids as a cocatalyst system for enantioselective protonation reactions is described. Structurally simple, easily accessible sulfinamides were found to Induce moderate-to-high ee's in the formation of 2-aryl-substituted cycloalkanones from the corresponding trimethylsilyl enol ethers.

  DOI：

  10.1021/ol201608a

文献信息

• From Racemic Alcohols to Enantiopure Amines: Ru-Catalyzed Diastereoselective Amination
  作者：Nathan J. Oldenhuis、Vy M. Dong、Zhibin Guan

  DOI：10.1021/ja5058482

  日期：2014.9.10

  A commercially available ruthenium(II) PNP-type pincer catalyst (Ru-Macho) promotes the formation of α-chiral tert-butanesulfinylamines from racemic secondary alcohols and Ellman's chiral tert-butanesulfinamide via a hydrogen borrowing strategy. The formation of α-chiral tert-butanesulfinylamines occurs in yields ranging from 31% to 89% with most examples giving >95:5 dr.