5-Allylfuran-2(3H)-one | 73313-71-0

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 二氢呋喃
• 英文名称: 5-Allylfuran-2(3H)-one
• 英文别名: 5-prop-2-enyl-3H-furan-2-one
• CAS: 73313-71-0
• 化学式: C₇H₈O₂
• 分子量: 124.139
• InChiKey: DHYQEVYFWJBNAO-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.3
• 重原子数：
  9
• 可旋转键数：
  2
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.29
• 拓扑面积：
  26.3
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  5-Allylfuran-2(3H)-one 、 2-oxo-4-styryl-2H-chromene-3-carbonitrile 在 C₃₁H₃₂N₄O₄ 作用下， 以 二氯甲烷 为溶剂， 反应 168.0h， 以90%的产率得到4-((R)-2-((R)-2-allyl-5-oxo-2,5-dihydrofuran-2-yl)-2-phenylethyl)-2-oxo-2H-chromene-3-carbonitrile
  参考文献：
  名称：

  Remote Functionalization of 4‐(Alk‐1‐en‐1‐yl)‐3‐Cyanocoumarins via the Asymmetric Organocatalytic 1,6‐Addition

  摘要：

  AbstractAn organocatalytic 1,6‐addition using 4‐(alk‐1‐en‐1‐yl)‐3‐cyanocoumarins as acceptors has been developed. Dienolates derived from 5‐substituted‐furan‐2(3H)‐ones have been employed as pronucleophiles, therefore, enabling the synthesis of hybrid molecules bearing two biologically relevant units. Appropriate design of substrates and the application of quinine‐derived catalyst resulted in very good site‐selectivity as well as chemical and stereochemical efficiency of the process.magnified image

  DOI：

  10.1002/adsc.202100660

文献信息

• Electrophilic Activation of α,β‐Unsaturated Amides: Catalytic Asymmetric Vinylogous Conjugate Addition of Unsaturated γ‐Butyrolactones
  作者：Ming Zhang、Naoya Kumagai、Masakatsu Shibasaki

  DOI：10.1002/chem.201600740

  日期：2016.4.11

  Although catalytic asymmetric conjugate addition reactions have remarkably advanced over the last two decades, the application of less electrophilic α,β‐unsaturated carboxylic acid derivatives in this useful reaction manifold remains challenging. Herein, we report that α,β‐unsaturated 7‐azaindoline amides act as reactive electrophiles to participate in catalytic diastereo‐ and enantioselective vinylogous

  尽管在过去的二十年中，催化不对称共轭加成反应取得了显着进展，但在这种有用的反应歧管中应用较少亲电性的α，β-不饱和羧酸衍生物仍然具有挑战性。在此，我们报道了在由软路易斯酸和布朗斯台德碱组成的协同催化剂存在下，α，β-不饱和7-氮杂吲哚啉酰胺作为反应性亲电体，参与γ-丁内酯的催化非对映和对映选择性乙烯基共轭加成反应。在低至1 mol％的催化剂负载下，反应大部分完成，从而以高度立体选择性的方式得到所需的共轭加合物。
• Direct Catalytic Asymmetric Vinylogous Conjugate Addition of Unsaturated Butyrolactones to α,β-Unsaturated Thioamides
  作者：Liang Yin、Hisashi Takada、Shaoquan Lin、Naoya Kumagai、Masakatsu Shibasaki

  DOI：10.1002/anie.201402332

  日期：2014.5.19

  Soft Lewis acid/Brønsted base cooperative catalysts have enabled direct catalytic asymmetric vinylogous conjugate addition of α,β‐ and β,γ‐unsaturated butyrolactones to α,β‐unsaturated thioamides with perfect atom economy. When using α‐angelica lactone and its derivatives as pronucleophiles, as little as 0.5 mol % catalyst loading was sufficient to complete the reaction necessary to construct consecutive

  软路易斯酸/布朗斯台德碱协同催化剂已使α，β-和β，γ-不饱和丁内酯直接催化不对称乙烯基共轭加成到α，β-不饱和硫代酰胺中，具有完美的原子经济性。当使用α-当归内酯及其衍生物作为亲核试剂时，低至0.5 mol％的催化剂负载量足以完成以高度非对映和对映选择性的方式构建连续的三和四取代的立体异构中心所必需的反应。
• Asymmetric vinylogous Michael addition of 5-substituted-furan-2(3<i>H</i>)-ones to an α,β-unsaturated-γ-lactam
  作者：Marta Romaniszyn、Lesław Sieroń、Łukasz Albrecht

  DOI：10.1039/d0ob01750g

  日期：——

  The manuscript describes an utilization of 5-substituted-furan-2(3H)-ones as pronucleophiles in an asymmetric vinylogous Michael addition to an α,β-unsaturated-γ-lactam, thus leading to hybrid molecules possessing γ-lactam and butenolide structural motifs. The transformation utilizes two potentially vinylogous pronucleophiles and has been realized by simultaneous activation of both substrates by a

  该手稿描述了将 5-取代的呋喃-2(3 H )-ones 作为亲核试剂在不对称插藤迈克尔加成到 α、β-不饱和-γ-内酰胺中的应用，从而产生具有 γ-内酰胺和丁烯内酯的杂化分子结构图案。该转化利用了两种潜在的乙烯基原亲核试剂，并通过衍生自金鸡纳生物碱的双功能有机催化剂同时激活两种底物来实现。反应以高度对映选择性和非对映选择性方式发生，目标产物的合成潜力已在立体选择性转化中得到证实。
• Polymer coating for medical devices
  申请人：CV THERAPEUTICS, INC.

  公开号：EP1764118A2

  公开（公告）日：2007-03-21

  The present invention relates to a coating for a medical device having a body fluid-contacting surface for contacting blood or other body fluids, the coating comprising: a silane derivative layer covalently bonded to the body fluid-contacting surface of the medical device, said silane derivative layer containing hydroxyl or amino functional groups; a lactone polymer layer polymerized on the hydroxyl or amino functional groups of the silane derivative layer through in-situ ring opening graft polymerization of lactone monomers, said polymerization initiated by said hydroxyl or amino functional groups of the silane derivative layer; at least one polyester polymer layer comprising one or more biologically active agents deposited on the lactone polymer layer, wherein at least the first layer of the at least one polyester polymer layer is chemically compatible with the lactone polymer layer to allow for entanglement of the polyester polymer chains with the lactone polymer chains; and optionally at least one polymer layer deposited on said at least one polyester polymer layer forming a skin or barrier layer.

  本发明涉及一种用于医疗设备的涂层，该医疗设备具有用于接触血液或其他体液的体液接触表面，该涂层包括 共价键合到医疗设备体液接触表面的硅烷衍生物层，所述硅烷衍生物层含有羟基或氨基官能团； 通过内酯单体原位开环接枝聚合在硅烷衍生物层的羟基或氨基官能团上聚合的内酯聚合物层，所述聚合由硅烷衍生物层的所述羟基或氨基官能团引发； 至少一个聚酯聚合物层，包含沉积在内酯聚合物层上的一种或多种生物活性剂，其中至少一个聚酯聚合物层的至少第一层与内酯聚合物层化学相容，以允许聚酯聚合物链与内酯聚合物链缠结；以及 可选择在所述至少一层聚酯聚合物层上沉积至少一层聚合物层，形成表皮层或阻隔层。
• POLYMER COATING FOR MEDICAL DEVICES
  申请人：CV THERAPEUTICS, INC.

  公开号：EP1492581A1

  公开（公告）日：2005-01-05