trifluoromethanesulfonic acid 3-[1-(4-methoxyphenyl)but-3-enyl]-5,6-dihydro-4H-pyran-2-yl ester | 1010821-11-0

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯酚醚
• 英文名称: trifluoromethanesulfonic acid 3-[1-(4-methoxyphenyl)but-3-enyl]-5,6-dihydro-4H-pyran-2-yl ester
• 英文别名: [5-[1-(4-methoxyphenyl)but-3-enyl]-3,4-dihydro-2H-pyran-6-yl] trifluoromethanesulfonate
• CAS: 1010821-11-0
• 化学式: C₁₇H₁₉F₃O₅S
• 分子量: 392.396
• InChiKey: YVVOVGPIUNYHQQ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.5
• 重原子数：
  26
• 可旋转键数：
  7
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.41
• 拓扑面积：
  70.2
• 氢给体数：
  0
• 氢受体数：
  8

反应信息

• 作为反应物：
  描述：

  trifluoromethanesulfonic acid 3-[1-(4-methoxyphenyl)but-3-enyl]-5,6-dihydro-4H-pyran-2-yl ester 在 palladium diacetate 、 potassium carbonate 、 1,2-双(二苯基膦)乙烷 作用下， 以 四氢呋喃 为溶剂， 反应 4.5h， 以42%的产率得到5-(4-methoxyphenyl)-7-methylene-2,3,4,5,6,7-hexahydrocyclopenta[b]pyran
  参考文献：
  名称：

  Conjugate Addition of Allyl Stannanes with Concomitant Triflation

  摘要：

  A new method for the conjugate addition of allyltributylstannane with concomitant triflation is described. This reaction works with functionalized enones, enals, enoates, and vinylogous esters. The resulting vinyl triflates can be used for intramolecular Heck reactions to afford the products of 5-exo-trig cyclization.

  DOI：

  10.1021/ol702996t
• 作为产物：
  描述：

  2-(4-Methoxybenzyliden)-δ-valerolacton 、 三氟甲磺酸酐 、 烯丙基三丁基锡 在 2,6-二叔丁基吡啶 作用下， 以 二氯甲烷 、 乙腈 为溶剂， 以71%的产率得到trifluoromethanesulfonic acid 3-[1-(4-methoxyphenyl)but-3-enyl]-5,6-dihydro-4H-pyran-2-yl ester
  参考文献：
  名称：

  Conjugate Addition of Allyl Stannanes with Concomitant Triflation

  摘要：

  A new method for the conjugate addition of allyltributylstannane with concomitant triflation is described. This reaction works with functionalized enones, enals, enoates, and vinylogous esters. The resulting vinyl triflates can be used for intramolecular Heck reactions to afford the products of 5-exo-trig cyclization.

  DOI：

  10.1021/ol702996t

文献信息

• Conjugate Addition of Allyl Stannanes with Concomitant Triflation
  作者：Ellen D. Beaulieu、Leah Voss、Dirk Trauner

  DOI：10.1021/ol702996t

  日期：2008.3.1

  A new method for the conjugate addition of allyltributylstannane with concomitant triflation is described. This reaction works with functionalized enones, enals, enoates, and vinylogous esters. The resulting vinyl triflates can be used for intramolecular Heck reactions to afford the products of 5-exo-trig cyclization.