dimethyl 2-[2-(phenylsulfonyl)penta-2,3-dienyl]-2-(2-propenyl)malonate | 883550-71-8

• 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: dimethyl 2-[2-(phenylsulfonyl)penta-2,3-dienyl]-2-(2-propenyl)malonate
• CAS: 883550-71-8
• 化学式: C₁₉H₂₂O₆S
• 分子量: 378.446
• InChiKey: QCZFUVDJFKJDBK-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.6
• 重原子数：
  26
• 可旋转键数：
  10
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.32
• 拓扑面积：
  95.1
• 氢给体数：
  0
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  dimethyl 2-[2-(phenylsulfonyl)penta-2,3-dienyl]-2-(2-propenyl)malonate 在 RuCl2(1,3-dimesityl-imidazolidin-2-yl)(PCy3)(=CHPh) 作用下， 以 二氯甲烷 为溶剂， 反应 3.5h， 以41%的产率得到3-Benzenesulfonyl-5-methyl-4-vinyl-cyclohex-3-ene-1,1-dicarboxylic acid dimethyl ester
  参考文献：
  名称：

  Grubbs catalyst-mediated cycloisomerization of allenenes

  摘要：

  The novel ruthenium benzylidene catalyst-mediated cycloisomerization of allenenes, having an alkyl appendage at the allenic terminus, resulting in the construction of cyclohexene, tetrahydropyran, and tetrahydropyridine skeletons was developed. (c) 2006 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2006.04.017
• 作为产物：
  描述：

  2-烯丙基-2-(2-丙炔-1-基)丙二酸二甲酯 在 三乙胺 、 lithium diisopropyl amide 作用下， 以 四氢呋喃 为溶剂， 生成 dimethyl 2-[2-(phenylsulfonyl)penta-2,3-dienyl]-2-(2-propenyl)malonate
  参考文献：
  名称：

  Grubbs catalyst-mediated cycloisomerization of allenenes

  摘要：

  The novel ruthenium benzylidene catalyst-mediated cycloisomerization of allenenes, having an alkyl appendage at the allenic terminus, resulting in the construction of cyclohexene, tetrahydropyran, and tetrahydropyridine skeletons was developed. (c) 2006 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2006.04.017

文献信息

• Rhodium(I)-Catalyzed Intramolecular Pauson−Khand-Type [2 + 2 + 1] Cycloaddition of Allenenes
  作者：Fuyuhiko Inagaki、Chisato Mukai

  DOI：10.1021/ol0600990

  日期：2006.3.1

  The novel [RhCl(CO)(2)](2)-catalyzed [2 + 2 + 1] cycloaddition of allenenes leading to the bicyclo[4.3.0]non-1(9)-en-8-one as well as the bicyclo-[5.3.0]dec-1(10)-en-9-one skeletons has been developed. This method also provides a new procedure for the construction of the bicyclo[4.3.0]non-1(9)-en-8-one skeleton having an alkyl appendage at the ring juncture, which was hardly attained in a satisfactory yield by the Pauson-Khand reaction of the corresponding enynes.
• Grubbs catalyst-mediated cycloisomerization of allenenes
  作者：Chisato Mukai、Rumiko Itoh

  DOI：10.1016/j.tetlet.2006.04.017

  日期：2006.6

  The novel ruthenium benzylidene catalyst-mediated cycloisomerization of allenenes, having an alkyl appendage at the allenic terminus, resulting in the construction of cyclohexene, tetrahydropyran, and tetrahydropyridine skeletons was developed. (c) 2006 Elsevier Ltd. All rights reserved.