dimethyl 2-(2-(3-bromohepta-1,2-dien-1-yl)benzyl)cyclopropane-1,1-dicarboxylate

• 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-(3-bromohepta-1,2-dien-1-yl)benzyl)cyclopropane-1,1-dicarboxylate
• 化学式: C₂₁H₂₅BrO₄
• 分子量: 421.331
• InChiKey: BFCZOIMMHNPMTC-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.8
• 重原子数：
  26
• 可旋转键数：
  10
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.48
• 拓扑面积：
  52.6
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  dimethyl 2-(2-(3-bromohepta-1,2-dien-1-yl)benzyl)cyclopropane-1,1-dicarboxylate 在 scandium tris(trifluoromethanesulfonate) 作用下， 以 1,2-二氯乙烷 为溶剂， 反应 12.0h， 以79%的产率得到(E/Z)-dimethyl 1-butylidene-3a,4-dihydro-1H-cyclopenta[b]naphthalene-2,2(3H)-dicarboxylate
  参考文献：
  名称：

  Lewis Acids Promoted Formal Intramolecular [3 + 2] Parallel and Cross-Cycloadditions of Cyclopropane 1,1-Diesters with Allenes

  摘要：

  A novel Lewis acid promoted formal intramolecular [3 + 2] parallel/cross-cycloaddition of cyclopropane 1,1-diesters with allenes has been successfully developed, in which the two C=C of allenes were involved respectively. This provides a general and efficient strategy for the construction of structurally diverse [4.3.0]nonane and [3.2.1]octane skeletons.

  DOI：

  10.1021/ol402662j
• 作为产物：
  描述：

  dimethyl 2-(2-formylbenzyl)cyclopropane-1,1-dicarboxylate 在 正丁基锂 、 四溴化碳 、 三丁基膦 、 N,N-二异丙基乙胺 、 三苯基膦 作用下， 以 四氢呋喃 、 正己烷 、 甲苯 为溶剂， 反应 16.5h， 生成 dimethyl 2-(2-(3-bromohepta-1,2-dien-1-yl)benzyl)cyclopropane-1,1-dicarboxylate
  参考文献：
  名称：

  Lewis Acids Promoted Formal Intramolecular [3 + 2] Parallel and Cross-Cycloadditions of Cyclopropane 1,1-Diesters with Allenes

  摘要：

  A novel Lewis acid promoted formal intramolecular [3 + 2] parallel/cross-cycloaddition of cyclopropane 1,1-diesters with allenes has been successfully developed, in which the two C=C of allenes were involved respectively. This provides a general and efficient strategy for the construction of structurally diverse [4.3.0]nonane and [3.2.1]octane skeletons.

  DOI：

  10.1021/ol402662j

文献信息

• Lewis Acids Promoted Formal Intramolecular [3 + 2] Parallel and Cross-Cycloadditions of Cyclopropane 1,1-Diesters with Allenes
  作者：Zhenjun Wang、Jun Ren、Zhongwen Wang

  DOI：10.1021/ol402662j

  日期：2013.11.15

  A novel Lewis acid promoted formal intramolecular [3 + 2] parallel/cross-cycloaddition of cyclopropane 1,1-diesters with allenes has been successfully developed, in which the two C=C of allenes were involved respectively. This provides a general and efficient strategy for the construction of structurally diverse [4.3.0]nonane and [3.2.1]octane skeletons.