1-[1-(4-methoxyphenyl)allyloxy]-2-vinyl-but-3-en-2-ol | 278593-76-3

• 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: 1-[1-(4-methoxyphenyl)allyloxy]-2-vinyl-but-3-en-2-ol
• 英文别名: 3-[1-(4-Methoxyphenyl)prop-2-enoxymethyl]penta-1,4-dien-3-ol
• CAS: 278593-76-3
• 化学式: C₁₆H₂₀O₃
• 分子量: 260.333
• InChiKey: KBGBCZDGUVXYHC-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3
• 重原子数：
  19
• 可旋转键数：
  8
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.25
• 拓扑面积：
  38.7
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  1-[1-(4-methoxyphenyl)allyloxy]-2-vinyl-but-3-en-2-ol 在 Grubbs catalyst first generation sodium hydride 作用下， 以 四氢呋喃 、 二氯甲烷 为溶剂， 反应 27.0h， 生成 3-benzyloxy-6-(4-methoxyphenyl)-3-vinyl-3,6-dihydro-2H-pyran
  参考文献：
  名称：

  Diastereoselectivity in a Ring Closing Metathesis Reaction with a Remote Stereogenic Centre Leading to Quaternary Dihydropyrans

  摘要：

  Starting from alpha-allyloxy esters, divinyl carbinols with diastereotopic vinyl groups become accessible. Diastereoselectivity for ring closing metathesis reactions of these trienes was investigated. Formation of a spirocyclic derivative proceeds with significant diastereoselectivity, and a mechanistic proposal for the diastereoselective formation of spirocyclic derivatives is presented. (C) 2000 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4020(00)00150-2
• 作为产物：
  描述：

  乙烯基氯化镁 、 (E)-2-hydroxy-5-(4-methoxyphenyl)-pent-4-enoic acid ethyl ester 以 四氢呋喃 、 乙醚 为溶剂， 以52%的产率得到1-[1-(4-methoxyphenyl)allyloxy]-2-vinyl-but-3-en-2-ol
  参考文献：
  名称：

  Diastereoselectivity in a Ring Closing Metathesis Reaction with a Remote Stereogenic Centre Leading to Quaternary Dihydropyrans

  摘要：

  Starting from alpha-allyloxy esters, divinyl carbinols with diastereotopic vinyl groups become accessible. Diastereoselectivity for ring closing metathesis reactions of these trienes was investigated. Formation of a spirocyclic derivative proceeds with significant diastereoselectivity, and a mechanistic proposal for the diastereoselective formation of spirocyclic derivatives is presented. (C) 2000 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4020(00)00150-2