(2R,4Z)-1-(4'-methoxybenzyloxy)hept-4-en-2-ol | 155626-52-1

• 分子结构分类: 有机化合物 - 脂质和类脂质分子 - 脂肪酰基
• 英文名称: (2R,4Z)-1-(4'-methoxybenzyloxy)hept-4-en-2-ol
• 英文别名: (Z,2R)-1-[(4-methoxyphenyl)methoxy]hept-4-en-2-ol
• CAS: 155626-52-1
• 化学式: C₁₅H₂₂O₃
• 分子量: 250.338
• InChiKey: XAPRCIUANJNVMJ-ZRUQZJFASA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.7
• 重原子数：
  18
• 可旋转键数：
  8
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.47
• 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：

  (2R,4Z)-1-(4'-methoxybenzyloxy)hept-4-en-2-ol 在 草酰氯 、 二甲基亚砜 、 三乙胺 、 N,N-二异丙基乙胺 、 2,3-二氯-5,6-二氰基-1,4-苯醌 作用下， 以 甲醇 、 二氯甲烷 、 水 为溶剂， 反应 3.0h， 生成 (2E,6Z)-(R)-4-Methoxymethoxy-nona-2,6-dienoic acid methyl ester
  参考文献：
  名称：

  Synthesis of (Z)-homoallylic alcohols and homoprop-2-ynylic alcohols via palladium-catalysed hydrogenolysis of prop-2-ynylic cyclic carbonates

  摘要：

  The decarboxylation-hydrogenolysis of prop-2-ynylic cyclic carbonates which have an internal acetylenic bond with ammonium formate in the presence of a catalytic amount of [Pd(acac)(2)l and Bu(3)(n)P afforded (Z)-homoallylic alcohols or homoprop-2-ynylic alcohols depending on the reaction conditions, however, hydrogenolysis of terminal prop-2-ynylic cyclic carbonates gave homoallylic alcohols; using (Z)-homoallylic alcohol 2b ass chiral synthon, the male sex pheromone of the pyralid moth Aphomia gularis has been synthesized.

  DOI：

  10.1039/p19940000237
• 作为产物：
  描述：

  (4S,5S)-4-But-1-ynyl-5-(4-methoxy-benzyloxymethyl)-[1,3]dioxolan-2-one 在 bis(acetylacetonato)palladium(II) 三丁基膦 、 甲酸铵 作用下， 以 苯 为溶剂， 反应 3.2h， 生成 (2R,4Z)-1-(4'-methoxybenzyloxy)hept-4-en-2-ol
  参考文献：
  名称：

  Synthesis of (Z)-homoallylic alcohols and homoprop-2-ynylic alcohols via palladium-catalysed hydrogenolysis of prop-2-ynylic cyclic carbonates

  摘要：

  The decarboxylation-hydrogenolysis of prop-2-ynylic cyclic carbonates which have an internal acetylenic bond with ammonium formate in the presence of a catalytic amount of [Pd(acac)(2)l and Bu(3)(n)P afforded (Z)-homoallylic alcohols or homoprop-2-ynylic alcohols depending on the reaction conditions, however, hydrogenolysis of terminal prop-2-ynylic cyclic carbonates gave homoallylic alcohols; using (Z)-homoallylic alcohol 2b ass chiral synthon, the male sex pheromone of the pyralid moth Aphomia gularis has been synthesized.

  DOI：

  10.1039/p19940000237

文献信息

• Diastereo- and Enantiomerically Pure Allylboronates: Their Synthesis and Scope
  作者：Jörg Pietruszka、Niklas Schöne、Wolfgang Frey、Li Grundl

  DOI：10.1002/chem.200800034

  日期：2008.6.9

  Allylboronates are highly attractive reagents for allyl additions. Enantiomerically pure, stable reagents with a stereogenic centre in alpha-position to boron are especially versatile, albeit often difficult to synthesize. Starting from boron-containing allyl alcohols 6 and 7, which are discussed in detail herein, a set of reagents were obtained via [3,3]-sigmatropic rearrangements and consecutive

  烯丙基硼酸酯是用于烯丙基加成的极具吸引力的试剂。对映体纯净，稳定的试剂，在硼的α位上具有立体异构中心，尽管通常难以合成，但它的用途特别广泛。从本文详细讨论的含硼烯丙醇6和7开始，通过[3,3]σ重排和侧链中的连续转化获得了一组试剂。可以首先通过化学相关性建立构型，也可以通过X射线晶体学建立构型（16、18、34和39）。进行烯丙基加成导致形成具有高对映体过量的主要为（Z）构型的均烯丙基醇（31、43-45）。对试剂15/16（和ent-15 / ent-16，
• Synthesis of (Z)-homoallylic alcohols and homoprop-2-ynylic alcohols via palladium-catalysed hydrogenolysis of prop-2-ynylic cyclic carbonates
  作者：Suk-Ku Kang、Dong-Chul Park、Dong-Gyu Cho、Jea-Uk Chung、Kyung-Yun Jung

  DOI：10.1039/p19940000237

  日期：——

  The decarboxylation-hydrogenolysis of prop-2-ynylic cyclic carbonates which have an internal acetylenic bond with ammonium formate in the presence of a catalytic amount of [Pd(acac)(2)l and Bu(3)(n)P afforded (Z)-homoallylic alcohols or homoprop-2-ynylic alcohols depending on the reaction conditions, however, hydrogenolysis of terminal prop-2-ynylic cyclic carbonates gave homoallylic alcohols; using (Z)-homoallylic alcohol 2b ass chiral synthon, the male sex pheromone of the pyralid moth Aphomia gularis has been synthesized.