(1R,2R)-7-methyl-1-phenyl-oct-6-ene-1,2-diol | 871217-80-0

• 分子结构分类: 有机化合物 - 脂质和类脂质分子 - 脂肪酰基
• 英文名称: (1R,2R)-7-methyl-1-phenyl-oct-6-ene-1,2-diol
• 英文别名: (1R,2R)-7-methyl-1-phenyloct-6-ene-1,2-diol
• CAS: 871217-80-0
• 化学式: C₁₅H₂₂O₂
• 分子量: 234.338
• InChiKey: MLRYJSNSQTWDMH-HUUCEWRRSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.1
• 重原子数：
  17
• 可旋转键数：
  6
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.47
• 拓扑面积：
  40.5
• 氢给体数：
  2
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  (1R,2R)-7-methyl-1-phenyl-oct-6-ene-1,2-diol 、 2,2-二甲氧基丙烷 在 对甲苯磺酸 作用下， 生成
  参考文献：
  名称：

  Rh-Catalyzed Enantioselective Diboration of Simple Alkenes:  Reaction Development and Substrate Scope

  摘要：

  The rhodium-catalyzed reaction between bis(catecholato)diboron and simple alkenes results in the syn addition of the diboron across the alkene. The resulting 1,2-bis(boronate) is subsequently oxidized to provide the 1,2-diol. In the presence of enantiomerically enriched Quinap ligand, high enantioselection in the diboration can be achieved. The reaction is highly selective for trans- and trisubstituted alkenes and can be selective for some monosubstituted alkenes as well. The development of this reaction is described as is the substrate scope and experiments that are informative about the reaction mechanism and competing pathways.

  DOI：

  10.1021/jo051651m
• 作为产物：
  描述：

  反式-6-苯基-5-己烯醛 在 (bicyclo[2.2.1]hepta-2,5-diene)-(2,4-pentanedionato)-rhodium 、 1-(2-二苯基庚基1萘酚)硫酸甲基酯 sodium hydroxide 、 双氧水 作用下， 以 四氢呋喃 为溶剂， 反应 21.0h， 生成 (1R,2R)-7-methyl-1-phenyl-oct-6-ene-1,2-diol
  参考文献：
  名称：

  Rh-Catalyzed Enantioselective Diboration of Simple Alkenes:  Reaction Development and Substrate Scope

  摘要：

  The rhodium-catalyzed reaction between bis(catecholato)diboron and simple alkenes results in the syn addition of the diboron across the alkene. The resulting 1,2-bis(boronate) is subsequently oxidized to provide the 1,2-diol. In the presence of enantiomerically enriched Quinap ligand, high enantioselection in the diboration can be achieved. The reaction is highly selective for trans- and trisubstituted alkenes and can be selective for some monosubstituted alkenes as well. The development of this reaction is described as is the substrate scope and experiments that are informative about the reaction mechanism and competing pathways.

  DOI：

  10.1021/jo051651m

文献信息

• Rh-Catalyzed Enantioselective Diboration of Simple Alkenes:  Reaction Development and Substrate Scope
  作者：Stéphane Trudeau、Jeremy B. Morgan、Mohanish Shrestha、James P. Morken

  DOI：10.1021/jo051651m

  日期：2005.11.1

  The rhodium-catalyzed reaction between bis(catecholato)diboron and simple alkenes results in the syn addition of the diboron across the alkene. The resulting 1,2-bis(boronate) is subsequently oxidized to provide the 1,2-diol. In the presence of enantiomerically enriched Quinap ligand, high enantioselection in the diboration can be achieved. The reaction is highly selective for trans- and trisubstituted alkenes and can be selective for some monosubstituted alkenes as well. The development of this reaction is described as is the substrate scope and experiments that are informative about the reaction mechanism and competing pathways.