trans-1-benzoyloxy-2-phenylcyclohexane

• 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: trans-1-benzoyloxy-2-phenylcyclohexane
• 英文别名: [(1S,2R)-2-phenylcyclohexyl] benzoate
• 化学式: C₁₉H₂₀O₂
• 分子量: 280.367
• InChiKey: PIVQGKOKGJKFFJ-MSOLQXFVSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5
• 重原子数：
  21
• 可旋转键数：
  4
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.32
• 拓扑面积：
  26.3
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为产物：
  描述：

  (2-Phenylcyclohexyl) benzoate 生成 trans-1-benzoyloxy-2-phenylcyclohexane
  参考文献：
  名称：

  FRANCOTTE, ERIC;WOLF, ROMAIN M., CHIRALITY, 2,(1990) N, C. 16-31

  摘要：

  DOI：

文献信息

• Preparation of Various Carboxylic Acid Esters from Bulky Alcohols and Carboxylic Acids by a New Type Oxidation-reduction Condensation Using 2,6-Dimethyl-1,4-benzoquinone
  作者：Teruaki Mukaiyama、Wataru Kikuchi、Taichi Shintou

  DOI：10.1246/cl.2003.300

  日期：2003.3

  A new-type oxidation-reduction condensation by using 2,6-dimethyl-1,4-benzoquinone (DMBQ), carboxylic acids and in situ formed alkoxydiphenylphosphines (1) including the bulky alkoxy group-substituted ones proceeded smoothly to afford the corresponding carboxylic acid esters in good to high yields. Alkoxydiphenylphosphines were formed in situ by treating either N,N-dimethylaminodiphenylphosphine (Ph2PNMe2)

  使用 2,6-二甲基-1,4-苯醌 (DMBQ)、羧酸和原位形成的烷氧基二苯基膦 (1) 的新型氧化还原缩合反应顺利进行，得到相应的羧酸酯的产率很高。烷氧基二苯基膦是通过用伯醇或仲醇处理 N,N-二甲基氨基二苯基膦 (Ph2PNMe2) 或用伯醇、仲醇和叔醇的锂盐处理氯二苯基膦原位形成的。
• Nonenzymatic enantioselective acylation of racemic secondary alcohols catalyzed by a SnX2-chiral diamine complex
  作者：Takeshi Oriyama、Yoko Hori、Keisuke Imai、Ryosuke Sasaki

  DOI：10.1016/0040-4039(96)01987-9

  日期：1996.11

  Kinetic resolution of racemic secondary alcohols has been achieved by the reaction with benzoyl halide in the presence of a SnX2-chiral diamine complex to afford the corresponding benzoate in good to excellent enantioselectivities.

  外消旋仲醇的动力学拆分已通过在SnX 2-手性二胺络合物的存在下与苯甲酰卤反应来实现，从而以良好或优异的对映选择性提供了相应的苯甲酸酯。
• Direct Transacylation of 2,2,2-Trihaloethyl Esters with Amines and Alcohols Using Phosphorus(III) Reagents for Reductive Fragmentation and in Situ Activation
  作者：Jeremy J. Hans、Russell W. Driver、Steven D. Burke

  DOI：10.1021/jo991711m

  日期：2000.4.1

  reductants, with resultant carboxylate activation as an acyloxyphosphonium intermediate, and in situ trapping by amine or alcohol nucleophiles. Secondary and tertiary amides were synthesized, including a dipeptide, in good yields using hexamethylphosphorous triamide (Me2N)3P, as reducing agent. Optimal yields of esters derived from primary and secondary alcohols were obtained using tributylphosphine

  酰胺和酯是由一锅中的2,2,2-三卤代乙基酯使用磷-（III）试剂作为还原剂合成的，所得羧酸盐被活化为酰氧基phosph中间体，并通过胺或醇亲核试剂原位捕集。使用六甲基亚磷酸三酰胺（Me2N）3P作为还原剂，可以高收率合成仲酰胺和叔酰胺，包括二肽。使用三丁基膦和DMAP可获得来自伯醇和仲醇的酯的最佳收率。三溴乙基酯提供的收率优于三氯乙基酯获得的收率。
• Pyrimidopteridine‐catalyzed Photo‐mediated Hydroacetoxylation
  作者：Andranik Petrosyan、Luisa Zach、Tobias Taeufer、T. S. Mayer、Jabor Rabeah、Jola Pospech

  DOI：10.1002/chem.202201761

  日期：2022.10.12

  Pyrimidopteridine organic photoredox catalysts are applied in a formal addition of carboxylic acids to activated alkenes as a dual photoredox and hydrogen atom transfer catalysts. Electron-rich alkenes counter the decarboxylation of carboxylic acids upon single-electron oxidation and a selective hydroacetoxylation is observed.

  嘧啶并蝶啶有机光氧化还原催化剂作为双重光氧化还原和氢原子转移催化剂应用于羧酸与活化烯烃的形式加成反应。富电子烯烃在单电子氧化时对抗羧酸的脱羧作用，并观察到选择性加氢乙酰氧基化。
• Remarkably Fast Acylation of Alcohols with Benzoyl Chloride Promoted by TMEDA
  作者：Tomohumi Sano

  DOI：10.1055/s-1999-3521

  日期：1999.7