1-(4-methoxyphenyl)-2-phenyl-ethane-1,2-diol | 109337-44-2

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 二苯乙烯类
• 英文名称: 1-(4-methoxyphenyl)-2-phenyl-ethane-1,2-diol
• 英文别名: 1-(4-methoxyphenyl)-2-phenylethane-1,2-diol；4-methoxy-bibenzyl-α,α'-diol；(R,R)-(+)-1-(4-methoxyphenyl),2-phenylethanediol；4-Methoxyhydrobenzoin；p-Methoxyhydrobenzoin
• CAS: 109337-44-2
• 化学式: C₁₅H₁₆O₃
• 分子量: 244.29
• InChiKey: JDBJGKZPEUFETH-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.5
• 重原子数：
  18
• 可旋转键数：
  4
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.2
• 拓扑面积：
  49.7
• 氢给体数：
  2
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  1-(4-methoxyphenyl)-2-phenyl-ethane-1,2-diol 在 苄基三甲基氢氧化铵 、 对甲苯磺酸 作用下， 以 苯 为溶剂， 生成
  参考文献：
  名称：

  Photochemical Migratory Aptitudes in Cyclohexenones. Mechanistic and Exploratory Photochemistry. XXIII

  摘要：

  DOI：

  10.1021/ja00985a012
• 作为产物：
  描述：

  4-甲氧基芪 在 fluorine 作用下， 以 二氯甲烷 为溶剂， 以65%的产率得到1-(4-methoxyphenyl)-2-phenyl-ethane-1,2-diol
  参考文献：
  名称：

  Olefin epoxidation using elemental fluorine

  摘要：

  DOI：

  10.1021/jo00304a031

文献信息

• Mg-promoted reductive coupling of aromatic carbonyl compounds with trimethylsilyl chloride and bis(chlorodimethylsilyl) compounds
  作者：Tetsuro Uchida、Yoshio Kita、Hirofumi Maekawa、Ikuzo Nishiguchi

  DOI：10.1016/j.tet.2006.01.026

  日期：2006.3

  Mg-promoted reductive coupling of aromatic carbonyl compounds (1) with chlorosilanes, such as trimethylsilyl chloride (TMSCl:2), 1,2-bis(chlorodimethylsilyl)ethane (3) and 1,5-dichlorohexamethyltrisiloxane (4), in N,N-dimethylformamide (DMF) at room temperature brought about selective and facile reductive formation of both of carbon–silicon and oxygen–silicon bonds to give the corresponding α-trimethylsilylalkyl

  毫克促进的芳香族羰基化合物（的还原偶联1）用氯硅烷，例如三甲基氯硅烷（的TMSCl：2），1,2-双（chlorodimethylsilyl）乙烷（3）和1,5- dichlorohexamethyltrisiloxane（4），在Ñ，室温下的N-二甲基甲酰胺（DMF）选择性且容易地还原形成碳-硅键和氧-硅键，从而生成相应的α-三甲基甲硅烷基烷基三甲基甲硅烷基醚（5）和环状硅氧烷（6），（7）分别以中等到良好的产量。可以通过从镁金属到芳族羰基化合物（1）的电子转移来引发本发明的容易的和选择性的偶联。
• Lewis Acid Assisted Electrophilic Fluorine-Catalyzed Pinacol Rearrangement of Hydrobenzoin Substrates: One-Pot Synthesis of (±)-Latifine and (±)-Cherylline
  作者：Hui Shi、Chuan Du、Xinhang Zhang、Fukai Xie、Xiaoyu Wang、Shanshan Cui、Xiaoshi Peng、Maosheng Cheng、Bin Lin、Yongxiang Liu

  DOI：10.1021/acs.joc.7b02587

  日期：2018.2.2

  A microwave-irradiated solvent-free pinacol rearrangement of hydrobenzoin substrates catalyzed by a combination of N-fluorobenzenesulfonimide and FeCl3·6H2O was developed. Its selectivity was first investigated by density functional theory (DFT) calculations. Then the functional group tolerance was examined by synthesizing a series of substrates designed based on the insight provided by the DFT calculations

  研究了N-氟苯磺酰亚胺和FeCl 3 ·6H 2 O的催化作用，对微波加热的氢安息香素底物进行了无溶剂的频哪醇重排反应。首先通过密度泛函理论（DFT）计算研究了其选择性。然后，通过合成一系列基于DFT计算提供的见解而设计的底物，来检查官能团的耐受性。该方法的应用通过有效的一锅合成（±）-latifine和（±）-cherylline进行了证明，它们都是从芳基马鞭草科植物中分离出来的4-芳基四氢异喹啉生物碱。
• Multifunctional catalyst useful in the synthesis of chiral vicinal diols and process for the preparation thereof, and process for the preparation of chiral vicinal diols using said multifunctional catalysts
  申请人：——

  公开号：US20030176746A1

  公开（公告）日：2003-09-18

  The present invention relates to a multifunctional reusable catalyst and to a process for the preparation thereof on a single matrix of the support to perform multicomponent reaction in a single pot. The multifunctional catalysts of the invention are useful for the synthesis of chiral vicinal diols by tandem and/or simultaneous reactions involving Heck coupling, N-oxidation and AD reaction of olefins in presence of cinchona alkaloid compounds both as an native one and immobilized one in the said matrix support. This invention also relates to a process for preparing vicinal diols by asymmetric dihydroxylation of olefins in presence of cinchona alkaloid compounds employing reusable multifunctional catalysts as heterogeneous catalysts in place of soluble osmium catalysts.

  本发明涉及一种多功能可重复使用的催化剂，以及一种在单一支撑基体上制备该催化剂的方法，用于在单个锅中执行多组分反应。该发明的多功能催化剂可用于在存在奎宁生物碱化合物的情况下通过串联和/或同时反应合成手性邻二醇，涉及赫克偶联、N-氧化和烯烃的AD反应。本发明还涉及一种通过在存在奎宁生物碱化合物的情况下使用可重复使用的多功能催化剂作为非均相催化剂来制备邻二醇的方法，以取代可溶性的钌催化剂进行烯烃的不对称二羟基化。
• Multifunctional catalyst useful in the synthesis of chiral vicinal diols and process for the preparation thereof
  申请人：Council of Scientific and Industrial Research

  公开号：EP1346767A1

  公开（公告）日：2003-09-24

  The present invention relates to a multifunctional reusable catalyst and to a process for the preparation thereof on a single matrix of the support to perform multicomponent reaction in a single pot. The multifunctional catalysts of the invention are useful for the synthesis of chiral vicinal diols by tandem and / or simultaneous reactions involving Heck coupling, N-oxidation and AD reaction of olefins in presence of cinchona alkaloid compounds both as an native one and immobilized one in the said matrix support. This invention also relates to a process for preparing vicinal diols by asymmetric dihydroxylation of olefins in presence of cinchona alkaloid compounds employing reusable multifunctional catalysts as heterogeneous catalysts in place of soluble osmium catalysts.

  本发明涉及一种多功能可重复使用的催化剂，以及一种在单一支撑基质上制备该催化剂的方法，用于在单一锅中执行多组分反应。本发明的多功能催化剂可用于在金鸡纳生物碱化合物的存在下，通过串联和/或同时反应合成手性邻二醇，涉及 Heck 偶联、N-氧化和烯烃的 AD 反应。该催化剂可以作为原生态和固定化的形式存在于所述支撑基质中。本发明还涉及一种通过在金鸡纳生物碱化合物的存在下，利用可重复使用的多功能催化剂作为异质催化剂来代替可溶性的钌催化剂，合成邻二醇的方法。
• ANION RADICAL-INDUCED DESILYLATION OF ORGANOSILANE. REACTIONS OF BENZYLSILANES WITH ALDEHYDES AND RELATED COMPOUNDS IN THE PRESENCE OF BUTYLLITHIUM OR LITHIUM METAL
  作者：Shuji Kanemasa、Junji Tanaka、Hideki Nagahama、Otohiko Tsuge

  DOI：10.1246/cl.1985.1223

  日期：1985.8.5

  By the action of butyllithium or lithium metal in such polar aprotic solvent as DMF or HMPA in the presence of aldehydes or related compounds, some benzylsilanes suffer from anion radical-induced desilylation forming benzyl carbanions which add to the aldehydes and related compounds.

  在醛或相关化合物的存在下，通过丁基锂或锂金属在诸如 DMF 或 HMPA 等极性非质子溶剂中的作用，一些苄基硅烷发生阴离子自由基诱导的脱甲硅烷基化作用，形成苄基碳负离子，其添加到醛和相关化合物中。