1-Butyl-1-<2>furyl-ethylen | 6137-70-8

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 杂芳族化合物
• 英文名称: 1-Butyl-1-<2>furyl-ethylen
• 英文别名: 2-Hex-1-en-2-ylfuran；2-hex-1-en-2-ylfuran
• CAS: 6137-70-8
• 化学式: C₁₀H₁₄O
• 分子量: 150.221
• InChiKey: RXKMZCNJOCHRIJ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.9
• 重原子数：
  11
• 可旋转键数：
  4
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.4
• 拓扑面积：
  13.1
• 氢给体数：
  0
• 氢受体数：
  1

反应信息

• 作为反应物：
  描述：

  1-Butyl-1-<2>furyl-ethylen 在 C₄₄H₆₂IrNO₃PS⁽¹⁺⁾*C₃₂H₁₂BF₂₄^(1-) 、 氢气 作用下， 以 二氯甲烷 为溶剂， 20.0 ℃ 、100.0 kPa 条件下， 反应 2.0h， 以95%的产率得到
  参考文献：
  名称：

  铱与亚砜-噻唑啉配体配合物催化的最小功能烯烃的不对称加氢反应的扩大范围

  摘要：

  我们已经用噻唑啉部分取代了恶唑啉基团，这是亚磷酸酯-恶唑啉配体家族中最成功的一种，用于最小功能化烯烃的Ir催化加氢。通过改变亚磷酸联芳酯基团的取代基/构型，开发了一个小的但在结构上很重要的亚磷酸Ir-噻唑啉预催化剂库（Ir- L1 - L2  a - e）。我们发现在配体设计中用噻唑啉部分取代恶唑啉在底物范围方面是有益的。

  DOI：

  10.1002/cctc.201300189
• 作为产物：
  描述：

  2-戊酰呋喃 、 甲基三苯基溴化膦 在 正丁基锂 作用下， 以 四氢呋喃 为溶剂， 以67%的产率得到1-Butyl-1-<2>furyl-ethylen
  参考文献：
  名称：

  Iridium Phosphite−Oxazoline Catalysts for the Highly Enantioselective Hydrogenation of Terminal Alkenes

  摘要：

  A modular library of readily available phosphite-oxazoline ligands (L1-L16a-f) has been successfully applied for the first time in the Ir-catalyzed asymmetric hydrogenation of a broad range of highly unfunctionalized 1,1,-disubstituted terminal alkenes. Enantioselectivities up to >99% and full conversions were obtained in several 1, 1 -disubstituted alkenes, including substrate classes that have never been asymmetrically hydrogenated before (i.e,, 1,1-heteoraryl-alkyl, 1,1-diaryl, trifluoromethyl, etc.). The results indicated that these catalytic systems have high tolerance to the steric and electronic requirements of the substrate and also to the presence of a neighboring polar group. The asymmetric hydrogenations were also performed using propylene carbonate as solvent, which allowed the It catalyst to be reused and maintained the excellent enantioselectivities.

  DOI：

  10.1021/ja904152r

文献信息

• Expanded Scope of the Asymmetric Hydrogenation of Minimally Functionalized Olefins Catalyzed by Iridium Complexes with Phosphite-Thiazoline Ligands
  作者：Javier Mazuela、Oscar Pàmies、Montserrat Diéguez

  DOI：10.1002/cctc.201300189

  日期：2013.8

  We have replaced the oxazoline group with a thiazoline moiety in one of the most successful of the phosphite–oxazoline ligand families for the Ir‐catalyzed hydrogenation of minimally functionalized olefins. A small but structurally important library of Ir phosphite–thiazoline precatalysts (Ir‐L1–L2 a–e) has been developed by changing the substituents/configurations at the biaryl phosphite group. We

  我们已经用噻唑啉部分取代了恶唑啉基团，这是亚磷酸酯-恶唑啉配体家族中最成功的一种，用于最小功能化烯烃的Ir催化加氢。通过改变亚磷酸联芳酯基团的取代基/构型，开发了一个小的但在结构上很重要的亚磷酸Ir-噻唑啉预催化剂库（Ir- L1 - L2  a - e）。我们发现在配体设计中用噻唑啉部分取代恶唑啉在底物范围方面是有益的。
• Iridium Phosphite−Oxazoline Catalysts for the Highly Enantioselective Hydrogenation of Terminal Alkenes
  作者：Javier Mazuela、J. Johan Verendel、Mercedes Coll、Benjamín Schäffner、Armin Börner、Pher G. Andersson、Oscar Pàmies、Montserrat Diéguez

  DOI：10.1021/ja904152r

  日期：2009.9.2

  A modular library of readily available phosphite-oxazoline ligands (L1-L16a-f) has been successfully applied for the first time in the Ir-catalyzed asymmetric hydrogenation of a broad range of highly unfunctionalized 1,1,-disubstituted terminal alkenes. Enantioselectivities up to >99% and full conversions were obtained in several 1, 1 -disubstituted alkenes, including substrate classes that have never been asymmetrically hydrogenated before (i.e,, 1,1-heteoraryl-alkyl, 1,1-diaryl, trifluoromethyl, etc.). The results indicated that these catalytic systems have high tolerance to the steric and electronic requirements of the substrate and also to the presence of a neighboring polar group. The asymmetric hydrogenations were also performed using propylene carbonate as solvent, which allowed the It catalyst to be reused and maintained the excellent enantioselectivities.