cyano-(3,4)-dichlorophenyl acetic acid isopropyl ester | 852103-39-0

• 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: cyano-(3,4)-dichlorophenyl acetic acid isopropyl ester
• 英文别名: Propan-2-yl 2-cyano-2-(3,4-dichlorophenyl)acetate；propan-2-yl 2-cyano-2-(3,4-dichlorophenyl)acetate
• CAS: 852103-39-0
• 化学式: C₁₂H₁₁Cl₂NO₂
• 分子量: 272.131
• InChiKey: MODAZCJWKAUGFS-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.8
• 重原子数：
  17
• 可旋转键数：
  4
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.33
• 拓扑面积：
  50.1
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  乙酸烯丙酯 、 cyano-(3,4)-dichlorophenyl acetic acid isopropyl ester 在 bis(η3-allyl-μ-chloropalladium(II)) 、 chiral pocket ligands 作用下， 反应 0.5h， 生成 2-cyano-2-(3,4-dichlorophenyl)-pent-4-enoic acid isopropyl ester
  参考文献：
  名称：

  Catalytic enantioselective allylation at the activated benzylic position of prochiral aryl cyano esters: access to quaternary stereogenic centers

  摘要：

  Palladium catalyzed asymmetric allylic alkylation of prochiral aryl cyano esters has been carried out in the presence of various chiral ligands. The base and additives have been varied and allowed to produce the allyl derivative presenting a highly functionalized quaternary stereogenic center. The chiral pocket ligands of Trost appears the most appropriate to produce the desired chiral derivative. (C) 2005 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2005.01.082
• 作为产物：
  描述：

  3,4-二氯苯乙腈 在 sodium methylate 作用下， 以 甲苯 为溶剂， 生成 cyano-(3,4)-dichlorophenyl acetic acid isopropyl ester
  参考文献：
  名称：

  Construction of quaternary carbon stereocentres: catalytic enantioselective allylation assisted by a bimetallic catalytic system

  摘要：

  The asymmetric allylic alkylation of prochiral aryl cyano esters has been carried out in the presence of a bi-component catalytic system containing a palladium and a rhodium complex modified by phosphorus containing chiral auxiliaries. The allyl derivatives were isolated in up to 63% ee. The chiral pocket ligands of Trost appear the most appropriate to produce the desired chiral derivatives. (c) 2005 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetasy.2005.02.009

文献信息

• Catalytic enantioselective allylation at the activated benzylic position of prochiral aryl cyano esters: access to quaternary stereogenic centers
  作者：Audrey Nowicki、André Mortreux、Francine Agbossou-Niedercorn

  DOI：10.1016/j.tetlet.2005.01.082

  日期：2005.3

  Palladium catalyzed asymmetric allylic alkylation of prochiral aryl cyano esters has been carried out in the presence of various chiral ligands. The base and additives have been varied and allowed to produce the allyl derivative presenting a highly functionalized quaternary stereogenic center. The chiral pocket ligands of Trost appears the most appropriate to produce the desired chiral derivative. (C) 2005 Elsevier Ltd. All rights reserved.
• Construction of quaternary carbon stereocentres: catalytic enantioselective allylation assisted by a bimetallic catalytic system
  作者：Audrey Nowicki、André Mortreux、Francine Agbossou-Niedercorn

  DOI：10.1016/j.tetasy.2005.02.009

  日期：2005.4

  The asymmetric allylic alkylation of prochiral aryl cyano esters has been carried out in the presence of a bi-component catalytic system containing a palladium and a rhodium complex modified by phosphorus containing chiral auxiliaries. The allyl derivatives were isolated in up to 63% ee. The chiral pocket ligands of Trost appear the most appropriate to produce the desired chiral derivatives. (c) 2005 Elsevier Ltd. All rights reserved.