(E)-ethyl 2-(4-(4-bromophenyl)-6-(4-iodophenyl)-3,4-dihydro-2H-pyran-2-ylidene)acetate | 1336985-18-2

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 二芳基庚烷
• 英文名称: (E)-ethyl 2-(4-(4-bromophenyl)-6-(4-iodophenyl)-3,4-dihydro-2H-pyran-2-ylidene)acetate
• 英文别名: ethyl (1S,3E,5S,6S,7R)-1-(3-bromophenyl)-3-(2-ethoxy-2-oxoethylidene)-5-(4-phenylphenyl)-2-oxabicyclo[4.1.0]heptane-7-carboxylate
• CAS: 1336985-18-2
• 化学式: C₃₁H₂₉BrO₅
• 分子量: 561.472
• InChiKey: JRXNBOPVYRZYIA-CDNOCZRFSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  6.4
• 重原子数：
  37
• 可旋转键数：
  9
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.29
• 拓扑面积：
  61.8
• 氢给体数：
  0
• 氢受体数：
  5

反应信息

• 作为产物：
  描述：

  3'-溴苯乙酮 在 dirhodium tetraacetate 、 氢化奎宁(蒽醌-1,4-二基)二醚 、 sodium hydroxide 作用下， 以 甲醇 、 二氯甲烷 为溶剂， 反应 52.0h， 生成 (E)-ethyl 2-(4-(4-bromophenyl)-6-(4-iodophenyl)-3,4-dihydro-2H-pyran-2-ylidene)acetate
  参考文献：
  名称：

  Development of a Formal Catalytic Asymmetric [4 + 2] Addition of Ethyl-2,3-butadienoate with Acyclic Enones

  摘要：

  Allene esters are unique not only as excellent electrophiles but also because of their ability for subsequent reactivity after the initial nucleophilic attack. A mechanistically inspired cyclization using ethyl-2,3-butadienoate and acyclic enones to provide dihydropyrans In excellent yields and enantioselectivity under solvent-free conditions at room temperature is reported.

  DOI：

  10.1021/ol202301f

文献信息

• Development of a Formal Catalytic Asymmetric [4 + 2] Addition of Ethyl-2,3-butadienoate with Acyclic Enones
  作者：Kumar Dilip Ashtekar、Richard J. Staples、Babak Borhan

  DOI：10.1021/ol202301f

  日期：2011.11.4

  Allene esters are unique not only as excellent electrophiles but also because of their ability for subsequent reactivity after the initial nucleophilic attack. A mechanistically inspired cyclization using ethyl-2,3-butadienoate and acyclic enones to provide dihydropyrans In excellent yields and enantioselectivity under solvent-free conditions at room temperature is reported.