(1R,2S)-1-methyl-2-phenyl-1,2-dihydronaphthalene-1-carbaldehyde | 89043-96-9

• 分子结构分类: 有机化合物 - 苯类化合物 - 萘
• 英文名称: (1R,2S)-1-methyl-2-phenyl-1,2-dihydronaphthalene-1-carbaldehyde
• 英文别名: (1R,2S)-1-methyl-2-phenyl-2H-naphthalene-1-carbaldehyde
• CAS: 89043-96-9
• 化学式: C₁₈H₁₆O
• 分子量: 248.324
• InChiKey: WUNJLRAVGWQWKG-ROUUACIJSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4
• 重原子数：
  19
• 可旋转键数：
  2
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.17
• 拓扑面积：
  17.1
• 氢给体数：
  0
• 氢受体数：
  1

反应信息

• 作为产物：
  描述：

  (4S,5S)-4-(methoxymethyl)-2-[(1R,2S)-1-methyl-2-phenyl-2H-naphthalen-1-yl]-5-phenyl-4,5-dihydro-1,3-oxazole 生成 (1R,2S)-1-methyl-2-phenyl-1,2-dihydronaphthalene-1-carbaldehyde
  参考文献：
  名称：

  MEYERS, A. I.;ROTH, GREGORY P.;HOYER, DENTON;BARNER, BRUCE A.;LAUCHER, DO+, J. AMER. CHEM. SOC., 110,(1988) N 14, C. 4611-4624

  摘要：

  DOI：

文献信息

• Electronic and Steric Control in Regioselective Addition Reactions of Organolithium Reagents with Enaldimines
  作者：Kiyoshi Tomioka、Yoshito Shioya、Yasuo Nagaoka、Ken-ichi Yamada

  DOI：10.1021/jo015766b

  日期：2001.10.1

  A reaction mode of imines derived from naphthalene-1-carbaldehyde and acyclic alpha,beta-unsaturated aldehydes with organolitium reagents was dependent on the characteristic nature of a substituent on the imine nitrogen atom. An imine having an electron-withdrawing aryl group on the nitrogen atom behaves as a 1,2-directing imine toward organolithium reagents. In contrast, an imine bearing an alkyl

  衍生自萘-1-甲醛和无环α，β-不饱和醛的亚胺与有机锂试剂的反应方式取决于亚胺氮原子上取代基的特征。在氮原子上具有吸电子芳基的亚胺表现为朝向有机锂试剂的1,2-亚胺。相反，带有烷基或庞大的芳基的亚胺有利于有机锂试剂的1，4-加成。基于分子轨道计算，合理化了亚胺氮原子上取代基的电子和空间反应模式调节。
• Asymmetric tandem additions to chiral naphthyloxazolines. A new and potent chiral auxiliary resulting in a major improvement in convenience and efficiency
  作者：David J. Rawson、A. I. Meyers

  DOI：10.1021/jo00007a010

  日期：1991.3

  Excellent diastereofacial selectivities over a wide range of temperatures (-78 to 25-degrees-C) were obtained with the title compounds with use of chiral oxazolines derived from (S)-valinol or (S)-tert-leucinol. These are the first useful levels of asymmetric induction observed without the presence of the chelating methoxyl groups. The dihydronaphthylcarbinols and aldehydes resulting from these additions were obtained in > 98% ee.
• BARNER, B. A.;MEYERS, A. I., J. AMER. CHEM. SOC., 1984, 106, N 6, 1865-1866
  作者：BARNER, B. A.、MEYERS, A. I.

  DOI：——

  日期：——