(R)-3-hydroxy-1,2-diphenylpropan-1-one | 873527-55-0

• 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: (R)-3-hydroxy-1,2-diphenylpropan-1-one
• 英文别名: 3-hydroxy-1,2-diphenylpropan-1-one；(2R)-3-hydroxy-1,2-diphenylpropan-1-one
• CAS: 873527-55-0
• 化学式: C₁₅H₁₄O₂
• 分子量: 226.275
• InChiKey: FLNCWDRMDBNKNV-AWEZNQCLSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2
• 重原子数：
  17
• 可旋转键数：
  4
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.13
• 拓扑面积：
  37.3
• 氢给体数：
  1
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  (R)-3-hydroxy-1,2-diphenylpropan-1-one 在 锂硼氢 、 四氯化钛 、 sodium hydride 作用下， 以 四氢呋喃 、 二氯甲烷 为溶剂， 生成 (1S,2R)-1,2-diphenylpropane-1,3-diol
  参考文献：
  名称：

  Asymmetric C–H insertion of Rh(II) stabilized carbenoids into acetals: A C–H activation protocol as a Claisen condensation equivalent

  摘要：

  The dirhodium tetraprolinate, Rh-2(S-DOSP)(4) is an efficient catalyst in an enantio selective C-H activation protocol. Rh-2(S-DOSP)(4) catalyzed decomposition of aryldiazoacetates or vinyldiazoacetates results in the formation of transient rhodium carbenoid intermediates. These inter-mediates are capable of selectively inserting into the C-H bond of acetals. The resulting products are protected P-keto esters, and so the C-H activation protocol can be considered as strategically equivalent to the Claisen condensation. (c) 2005 Elsevier B.V. All rights reserved.

  DOI：

  10.1016/j.jorganchem.2005.08.026
• 作为产物：
  描述：

  2-苯基-1,3-二四氢呋喃 在 Rh₂[(N-(4-dodecylphenyl)sulfonyl)-(S)-prolinate]4 、 碘 作用下， 以 丙酮 为溶剂， 反应 1.0h， 生成 (R)-3-hydroxy-1,2-diphenylpropan-1-one
  参考文献：
  名称：

  Asymmetric C–H insertion of Rh(II) stabilized carbenoids into acetals: A C–H activation protocol as a Claisen condensation equivalent

  摘要：

  The dirhodium tetraprolinate, Rh-2(S-DOSP)(4) is an efficient catalyst in an enantio selective C-H activation protocol. Rh-2(S-DOSP)(4) catalyzed decomposition of aryldiazoacetates or vinyldiazoacetates results in the formation of transient rhodium carbenoid intermediates. These inter-mediates are capable of selectively inserting into the C-H bond of acetals. The resulting products are protected P-keto esters, and so the C-H activation protocol can be considered as strategically equivalent to the Claisen condensation. (c) 2005 Elsevier B.V. All rights reserved.

  DOI：

  10.1016/j.jorganchem.2005.08.026

文献信息

• Organoiodine-induced hydroxylation as well as enantioselective alkoxylation/hydroxylation of allylic alcohols via 1,2- aryl migration
  作者：Liangzhen Hu、Tianyong Gao、Qingfu Deng、Yan Xiong

  DOI：10.1016/j.tet.2021.132334

  日期：2021.8

  A new method for the hydroxylation of allylic alcohols using [hydroxyl(tosyloxy)iodo]benzene (HTIB) as both oxidant and reagent has been developed. Meanwhile, the enantioselective alkyoxylation as well as hydroxylation catalyzed by simple chiral iodine benzene have been developed through the in situ hypervalent iodine synthesis strategy.

  开发了一种使用 [羟基（甲苯磺酰氧基）碘] 苯 (HTIB) 作为氧化剂和试剂对烯丙醇进行羟基化的新方法。同时，通过原位高价碘合成策略开发了对映选择性烷氧基化以及由简单手性碘苯催化的羟基化。