1,2-diacetoxy-1,2,3,4-tetrahydro-naphthalene | 661471-20-1

• 分子结构分类: 有机化合物 - 苯类化合物 - 四氢化萘
• 英文名称: 1,2-diacetoxy-1,2,3,4-tetrahydro-naphthalene
• 英文别名: (1R)-trans-1,2-diacetoxy-1,2,3,4-tetrahydro-naphthalene；(1R)-trans-1,2-Diacetoxy-1,2,3,4-tetrahydro-naphthalin；[(1R,2R)-1-acetyloxy-1,2,3,4-tetrahydronaphthalen-2-yl] acetate
• CAS: 661471-20-1
• 化学式: C₁₄H₁₆O₄
• 分子量: 248.279
• InChiKey: PWDTYDXUIYVSGG-ZIAGYGMSSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2
• 重原子数：
  18
• 可旋转键数：
  4
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.43
• 拓扑面积：
  52.6
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  trans-naphthalene-1,2,3,4-tetrahydro-1,2-diol 在 吡啶 、 氢氧化钾 作用下， 生成 1,2-diacetoxy-1,2,3,4-tetrahydro-naphthalene
  参考文献：
  名称：

  Cook et al., Journal of the Chemical Society, 1950, p. 911,914

  摘要：

  DOI：

文献信息

• Ruthenium- and lipase-catalyzed DYKAT of 1,2-diols: an enantioselective synthesis of syn-1,2-diacetates
  作者：Michaela Edin、Belén Martín-Matute、Jan-E. Bäckvall

  DOI：10.1016/j.tetasy.2006.02.011

  日期：2006.2

  Regio- and stercoselective lipase-catalyzed kinetic resolutions were investigated for some unsymmetrical, secondary/secondary syn-diols. Candida antarctica lipase B-catalyzed transesterifications of a few aryl/alkyl- and alkyl/alkyl 1,2-diols were coupled in one-pot for efficient ruthenium-catalyzed epimerization and intramolecular acyl migration to give a dynamic kinetic asymmetric transformation (DYKAT) affording enantioenriched (ee up to > 99%) syn-diacetates as the main diastereomers (sywanti similar to 2:1 to 10:1). (c) 2006 Elsevier Ltd. All rights reserved.