(S)-(2-methylphenyl)-naphthalen-1-ylmethanol | 186407-92-1

• 分子结构分类: 有机化合物 - 苯类化合物 - 萘
• 英文名称: (S)-(2-methylphenyl)-naphthalen-1-ylmethanol
• CAS: 186407-92-1
• 化学式: C₁₈H₁₆O
• 分子量: 248.324
• InChiKey: WHJQHVRFSBBAJH-SFHVURJKSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.3
• 重原子数：
  19
• 可旋转键数：
  2
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.11
• 拓扑面积：
  20.2
• 氢给体数：
  1
• 氢受体数：
  1

反应信息

• 作为产物：
  描述：

  2-甲基苯硼酸 、 1-萘甲醛 在 C₆₄H₄₄Cl₂F₈Fe₄Rh₂ 、 potassium hydroxide 作用下， 以 叔丁醇 为溶剂， 反应 12.0h， 以87%的产率得到(S)-(2-methylphenyl)-naphthalen-1-ylmethanol
  参考文献：
  名称：

  手性tfb配体的简明合成及其在铑催化的醛类不对称芳基化反应中的应用。

  摘要：

  制备了新的C2对称的四氟苯并戊烯配体，并将其成功地用于铑催化的芳基硼酸向芳族醛的不对称加成反应，从而以高收率和高对映体选择性得到手性二芳基甲醇。

  DOI：

  10.1039/b911118b

文献信息

• Synthesis of new benzimidazolium salts and their application in the asymmetric arylation of aldehydes
  作者：Wei-Ping He、Bi-Hui Zhou、Ya-Li Zhou、Xiang-Rong Li、Li-Mei Fan、Hao-Wen Shou、Jie Li

  DOI：10.1016/j.tetlet.2016.06.023

  日期：2016.7

  precursor of N-heterocyclic carbene ligands, were designed and synthesized from 1,2-dibromobenzene. In situ prepared corresponding carbenes were tested in asymmetric Rh-catalyzed arylation of aromatic aldehydes, affording chiral diarylmethanols with high yields and moderate enantioselectivities.

  由1,2-二溴苯设计并合成了一系列新型的手性苯并咪唑盐，它们是N-杂环卡宾配体的前体。原位制备的相应碳烯在芳族醛的不对称Rh催化芳基化反应中进行测试，从而提供了高收率和中等对映选择性的手性二芳基甲醇。
• A chiral Rh–phosphite complex displaying high activity in the enantioselective Rh-catalyzed addition of arylboronic acids to carbonyl compounds: when and why atropos is better than tropos
  作者：Varsha R. Jumde、Sarah Facchetti、Anna Iuliano

  DOI：10.1016/j.tetasy.2010.11.009

  日期：2010.12

  The use of deoxycholic acid derived tropos and atropoisomeric phosphites as chiral ligands in the Rh-catalyzed enantioselective addition of arylboronic acids to arylaldehydes and 2,2,2-trifluoroacetophenone is presented. Screening of these phosphites showed the high activity of the Rh-complex obtained starting from one of the two atropoisomeric ligands, which afforded complete conversion of the carbonyl compounds in short reaction times under mild reaction conditions and with ee's of up to 84%. A study aimed at getting information about the different behavior of tropos and atropoisomeric ligands is also reported. (C) 2010 Elsevier Ltd. All rights reserved.
• The concise synthesis of chiral tfb ligands and their application to the rhodium-catalyzed asymmetric arylation of aldehydes
  作者：Takahiro Nishimura、Hana Kumamoto、Makoto Nagaosa、Tamio Hayashi

  DOI：10.1039/b911118b

  日期：——

  New C2-symmetric tetrafluorobenzobarrelene ligands were prepared and applied successfully to the rhodium-catalyzed asymmetric addition of arylboronic acids to aromatic aldehydes giving chiral diarylmethanols in high yield with high enantioselectivity.

  制备了新的C2对称的四氟苯并戊烯配体，并将其成功地用于铑催化的芳基硼酸向芳族醛的不对称加成反应，从而以高收率和高对映体选择性得到手性二芳基甲醇。