(E)-(S)-4-Phenyl-dec-5-en-2-one

• 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: (E)-(S)-4-Phenyl-dec-5-en-2-one
• 英文别名: (E,4S)-4-phenyldec-5-en-2-one
• 化学式: C₁₆H₂₂O
• 分子量: 230.35
• InChiKey: DLZWAFHUNZAWRY-NYUWMOHMSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.2
• 重原子数：
  17
• 可旋转键数：
  7
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.44
• 拓扑面积：
  17.1
• 氢给体数：
  0
• 氢受体数：
  1

反应信息

• 作为产物：
  描述：

  1-己炔 、 苄叉丙酮 在 bis(acetonitrile)(1,5-cyclooctadiene)rhodium(I) tetrafluoroborate Schwartz's reagent 、 R-(+)-1,1'-联萘-2,2'-双二苯膦 作用下， 以 四氢呋喃 为溶剂， 反应 5.5h， 生成 (E)-(S)-4-Phenyl-dec-5-en-2-one 、 (E)-(R)-4-Phenyl-dec-5-en-2-one
  参考文献：
  名称：

  Asymmetric 1,4-addition of alkenylzirconium reagents to α,β-unsaturated ketones catalyzed by chiral rhodium complexes

  摘要：

  Highly enantioselective 1,4-addition of alkenylzirconocene chlorides to alpha-enones Was found to be catalyzed by a chiral rhodium complex generated from [Rh(cod)(MeCN)(2)]BF4 and (S)-BINAP. The reaction can be applied to either cyclic or acyclic enones and the optical yield was LIP to 99% ee. The reaction mechanism would involve the transmetalation between the alkenylzirconocene chloride and the rhodium complex to give the alkenylrhodium species as a key intermediate. (C) 2004 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2004.04.171

文献信息

• Asymmetric 1,4-addition of alkenylzirconium reagents to α,β-unsaturated ketones catalyzed by chiral rhodium complexes
  作者：Shuichi Oi、Takashi Sato、Yoshio Inoue

  DOI：10.1016/j.tetlet.2004.04.171

  日期：2004.6

  Highly enantioselective 1,4-addition of alkenylzirconocene chlorides to alpha-enones Was found to be catalyzed by a chiral rhodium complex generated from [Rh(cod)(MeCN)(2)]BF4 and (S)-BINAP. The reaction can be applied to either cyclic or acyclic enones and the optical yield was LIP to 99% ee. The reaction mechanism would involve the transmetalation between the alkenylzirconocene chloride and the rhodium complex to give the alkenylrhodium species as a key intermediate. (C) 2004 Elsevier Ltd. All rights reserved.