(4-methylcyclohexa-1,4-dienyl)methanol | 67086-95-7

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: (4-methylcyclohexa-1,4-dienyl)methanol
• 英文别名: (4-Methylcyclohexa-1,4-dien-1-yl)methanol
• CAS: 67086-95-7
• 化学式: C₈H₁₂O
• 分子量: 124.183
• InChiKey: ANSZYVPUPWNYIV-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.7
• 重原子数：
  9
• 可旋转键数：
  1
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.5
• 拓扑面积：
  20.2
• 氢给体数：
  1
• 氢受体数：
  1

反应信息

• 作为反应物：
  描述：

  (4-methylcyclohexa-1,4-dienyl)methanol 在 草酰氯 、 三乙胺 作用下， 以 二氯甲烷 、 二甲基亚砜 为溶剂， 反应 2.0h， 生成 4-methylcyclohexa-1,4-diene-1-carbaldehyde
  参考文献：
  名称：

  Nor-Cedrene和Nor-Isozizaene倍半萜类化合物的仿生合成及其嗅觉特性探索

  摘要：

  描述了从简单的生物启发前体去甲红没药醇环氧化物化学合成异齐扎烯和雪松烯型去甲倍半萜。该关键中间体无需酶控制即可进行选择性环化级联反应。通过选择阳离子或自由基环化条件，可以选择性地制备每种倍半萜烯支架，并导致发现新的香料感兴趣的木质气味剂。

  DOI：

  10.1002/chem.202201037
• 作为产物：
  描述：

  2-丙炔-1-醇 、 天然橡胶 在 1,2-双(二苯基膦)乙烷 、 cobalt(II) bromide 、 zinc(II) iodide 、 锌 作用下， 以 四氢呋喃 为溶剂， 以73%的产率得到(4-methylcyclohexa-1,4-dienyl)methanol
  参考文献：
  名称：

  Oxo-Tethered Ruthenium (II) 络合物作为不对称转移氢化和 H2 氢化的双功能催化剂

  摘要：

  新开发的氧系钌酰胺络合物 (R,R)-1 及其 HCl 加合物 (R,R)-2 对不对称转移氢化和酮底物在中性条件下的氢化均表现出优异的催化性能，无需任何助催化剂即可获得手性具有高水平对映选择性的仲醇。

  DOI：

  10.1021/ja207283t

文献信息

• [EN] RUTHENIUM-DIAMINE COMPLEXES AND METHOD FOR PRODUCING OPTICALLY ACTIVE COMPOUNDS<br/>[FR] COMPLEXES RUTHÉNIUM-DIAMINE ET PROCÉDÉ DE PRODUCTION DE COMPOSÉS OPTIQUEMENT ACTIFS
  申请人：TAKASAGO PERFUMERY CO LTD

  公开号：WO2012026201A1

  公开（公告）日：2012-03-01

  Provided is a catalyst for asymmetric reduction, which can be produced by a convenient and safe production method, has a strong catalytic activity, and has excellent stereoselectivity. The present invention relates to a ruthenium complex represented by the following formula (1): wherein R1 represents an alkyl group or the like; Y represents a hydrogen atom; X represents a halogen atom or the like; j and k each represent 0 or 1; R2 and R3 each represent an alkyl group or the like; R11 to R19 each represent a hydrogen atom, an alkyl group or the like; Z represents oxygen or sulfur; n1 represents 1 or 2; and n2 represents an integer from 1 to 3, a method for producing the ruthenium complex, a catalyst for asymmetric reduction formed from the ruthenium complex, and methods for selectively producing an optically active alcohol and an optically active amine using the catalyst for asymmetric reduction.

  提供了一种用于不对称还原的催化剂，可以通过一种方便且安全的生产方法生产，具有强大的催化活性，并具有优异的立体选择性。本发明涉及一种由以下式（1）表示的钌配合物：其中R1代表烷基或类似物；Y代表氢原子；X代表卤原子或类似物；j和k各自代表0或1；R2和R3各自代表烷基或类似物；R11至R19各自代表氢原子、烷基或类似物；Z代表氧或硫；n1代表1或2；n2代表从1到3的整数，一种制备钌配合物的方法，由钌配合物形成的不对称还原催化剂，以及使用该不对称还原催化剂选择性地制备光学活性醇和光学活性胺的方法。
• [EN] METHOD FOR PRODUCING OPTICALLY ACTIVE beta-HYDROXY-alpha-AMINOCARBOXYLIC ACID ESTER<br/>[FR] PROCÉDÉ DE PRODUCTION D'UN ESTER D'ACIDE Beta-HYDROXY-Alpha-AMINOCARBOXYLIQUE OPTIQUEMENT ACTIF
  申请人：TAKASAGO PERFUMERY CO LTD

  公开号：WO2013065867A1

  公开（公告）日：2013-05-10

  The present invention relates to a novel method for producing an optically active β-hydroxy-α-aminocarboxylic acid ester, the method comprising performing an asymmetric reduction reaction of a β-keto-α-aminocarboxylic acid ester by use of a ruthenium complex as a catalyst.

  本发明涉及一种生产光学活性β-羟基-α-氨基羧酸酯的新方法，该方法包括利用钌配合物作为催化剂对β-酮-α-氨基羧酸酯进行不对称还原反应。
• METHOD FOR PRODUCING OPTICALLY ACTIVE BETA-HYDROXY-ALPHA-AMINOCARBOXYLIC ACID ESTER
  申请人：TAKASAGO INTERNATIONAL CORPORATION

  公开号：US20140296562A1

  公开（公告）日：2014-10-02

  The present invention relates to a novel method for producing an optically active β-hydroxy-α-aminocarboxylic acid ester, the method comprising performing an asymmetric reduction reaction of a β-keto-α-aminocarboxylic acid ester by use of a ruthenium complex as a catalyst.

  本发明涉及一种生产光学活性β-羟基-α-氨基羧酸酯的新方法，该方法包括使用钌配合物作为催化剂对β-酮基-α-氨基羧酸酯进行不对称还原反应。
• The application of a mechanistic model leads to the extension of the Sharpless asymmetric dihydroxylation to allylic 4-methoxybenzoates and conformationally related amine and homoallylic alcohol derivatives.
  作者：E. J. Corey、Angel Guzman-Perez、Mark C. Noe

  DOI：10.1021/ja00149a003

  日期：1995.11

  The scope and utility of the Sharpless asymmetric dihydroxylation has been expanded to include the use of allylic 4-methoxybenzoates as precursors of a wide variety of substituted chiral glycerol derivatives. The allylic 4-methoxybenzoyl group was found to be superior to other allylic alcohol protecting groups with respect to both yield and enantiomeric purity of the product. For example, asymmetric dihydroxylation of allyl 4-methoxybenzoate (6a) using the (DHQD)(2)PYDZ . OsO4 (1 . OsO4) catalyst system affords (S)-3-(4-methoxybenzoyloxy)-1,2-propanediol (7a) in >99% yield and 98% ee. The 4-methoxybenzoates of a variety of other allylic alcohols also serve as excellent substrates, in contrast to the parent alcohols themselves. The efficient asymmetric dihydroxylation of homoallylic 4-methoxyphenyl ethers (12a and 15), allyl 9-fluorenimine (18b), bis(homoallyl) 4-methoxybenzoate (14) and other structurally related substrates is also described. This methodology was developed under mechanistic guidance from the transition state model advanced earlier by us for the bis-cinchona alkaloid catalyzed asymmetric dihydroxylation reaction. The 4-methoxybenzoyl group functions not only to selectively protect one of the hydroxy groups of the product triol for subsequent synthetic manipulation but also to provide an extended binding group that participates in hydrophobic and aryl-aryl interactions with the U-shaped binding pocket of the (DHQD)(2)PYDZ . OsO4 catalyst (1 . OsO4), thereby enhancing enantioselectivity.
• RUTHENIUM-DIAMINE COMPLEXES AND METHOD FOR PRODUCING OPTICALLY ACTIVE COMPOUNDS
  申请人：Takasago International Corporation

  公开号：EP2609103B1

  公开（公告）日：2015-08-19