(R)-(3-nitrophenyl)phenylmethanol | 1263004-48-3

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: (R)-(3-nitrophenyl)phenylmethanol
• 英文别名: (R)-(3-nitrophenyl)-phenylmethanol
• CAS: 1263004-48-3
• 化学式: C₁₃H₁₁NO₃
• 分子量: 229.235
• InChiKey: MFQIIAVCROYVQC-CYBMUJFWSA-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：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.08
• 拓扑面积：
  66
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  alkaline earth salt of/the/ methylsulfuric acid 在 盐酸 、 亚膦酸 作用下， 生成 (R)-(3-nitrophenyl)phenylmethanol
  参考文献：
  名称：

  714.一些旋光性取代的苯甲醇的制备和反应

  摘要：

  DOI：

  10.1039/jr9590003555

文献信息

• Enantioselective addition of ArTi(OⁱPr)₃ to aldehydes catalyzed by a titanium complex of an N-sulfonylated amino alcohol
  作者：Shih-Ju Chang、Shuangliu Zhou、Han-Mou Gau

  DOI：10.1039/c4ra14173c

  日期：——

  additions of ArTi(OiPr)3 to aldehydes catalyzed by a titanium catalyst of N-sulfonylated amino alcohols were reported, and results showed that the chiral N-sulfonylated amino alcohol with two stereogenic centers could catalyze the asymmetric addition of ArTi(OiPr)3 to aldehydes to afford desired secondary alcohols in good yields with good to excellent enantioselectivities of up to 95% ee.

  报道了N-磺酰化氨基醇的钛催化剂催化醛基上不对称地添加ArTi（O i Pr）3，结果表明具有两个立体中心的手性N-磺酰化氨基醇可以催化ArTi（O）的不对称加成。i Pr）3-醛，以高收率提供所需的仲醇，并具有高达95％ee的良好至优异的对映选择性。
• Chiral Lithium Amido Aryl Zincates: Simple and Efficient Chemo‐ and Enantio‐Selective Aryl Transfer Reagents
  作者：Pauline Chaumont‐Olive、Mathieu Rouen、Gabriella Barozzino‐Consiglio、Amel Ben Abdeladhim、Jacques Maddaluno、Anne Harrison‐Marchand

  DOI：10.1002/anie.201813510

  日期：2019.3.4

  An enantioselective aryl transfer is promoted using chiral tricoordinated lithium amido aryl zincates that are easily accessible reagents and whose chiral appendage is simply recovered for reuse. The arylation reaction is run in good yields (60 % average on twenty substrates) and high enantiomeric excesses (95 % ee average). This occurs whatever the ortho, meta, or para substituent borne by the substrate

  使用手性三配位的酰胺基芳基锂锌酸盐手性试剂可以促进对映选择性的芳基转移，该手性试剂容易获得，其手性附属物可以简单地回收再利用。芳基化反应以高收率（在二十种底物上平均60％）和高对映体过量（95％  ee平均）进行。无论底物携带的邻位，间位或对位取代基如何发生，并且相对于醛官能团观察到完全的化学选择性。敏感的基团（例如腈，酯，酮和可松解的底物）可抵抗被测试剂的作用，从而为该方法提供了广阔的前景。
• Catalytic Enantioselective Aryl Transfer to Aldehydes Using Chiral 2,2’-Bispyrrolidine-Based Salan Ligands
  作者：Xuefeng Jia、Aijun Lin、Zhijie Mao、Chengjian Zhu、Yixiang Cheng

  DOI：10.3390/molecules16042971

  日期：——

  Chiral C₂-symmetric diamines have emerged as versatile auxiliaries or ligands in numerous asymmetric transformations. Chiral 2,2'-bispyrrolidine-based salan ligands were prepared and applied to the asymmetric aryl transfer to aldehydes with arylboronic acids as the source of transferable aryl groups. The corresponding diarylmethanols were obtained in high yields with moderate to good enantioselectivitives

  手性 C 2 对称二胺已成为众多不对称转化中的通用助剂或配体。制备了基于手性 2,2'-双吡咯烷的 Salan 配体，并将其应用于以芳基硼酸作为可转移芳基来源的醛的不对称芳基转移。相应的二芳基甲醇以高产率获得，对映选择性高达 83% ee。
• Enantioselective Reduction of Diaryl Ketones Catalyzed by a Carbonyl Reductase from<i>Sporobolomyces salmonicolor</i>and its Mutant Enzymes
  作者：Hongmei Li、Dunming Zhu、Ling Hua、Edward R. Biehl

  DOI：10.1002/adsc.200900045

  日期：2009.3

  Abstractmagnified imageThe carbonyl reductase from red yeast Sporobolomyces salmonicolor AKU4429 (SSCR) and its mutant enzymes effectively catalyzed the enantioselective reduction of diaryl ketones to give the corresponding chiral alcohols. Both conversion and enantioselectivity were dependent on the co‐solvent in the reaction medium. Diaryl ketones with a para‐substituent on one of the phenyl groups were reduced with high enantioselectivity (up to 99% ee), which is difficult to achieve using chemical methods such as chiral borane reduction, asymmetric hydrogenation or hydrosilylation. Mutation of SSCR at Q245 resulted in a higher amount of (S)‐enantiomer in the products, and in the case of mutant Q245P with para‐substituted diaryl ketones as substrate, this effect was so remarkable that the reduction enantiopreference was switched from (R) to (S). The present study provides valuable information about the catalytic properties of the carbonyl reductase SSCR toward the reduction of diaryl ketones, serving as basis for further engineering of this enzyme to develop efficient biocatalysts for highly enantiospecific reduction of diaryl ketones without high electronic dissymmetry or an ortho‐substituent on one of the aryl groups.