| 1239710-89-4

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• CAS: 1239710-89-4
• 化学式: C₁₃H₁₃NO₄
• 分子量: 247.251
• InChiKey: OYFMNGCSFDYWIB-UHFFFAOYSA-N

反应信息

• 作为反应物：
  描述：

  在 C₂₉H₂₆FeNO₄P 作用下， 以 二氯甲烷 为溶剂， 反应 168.0h， 以85%的产率得到(S)-(6-hydroxycyclohex-1-enyl)(4-nitrophenyl)methanone
  参考文献：
  名称：

  基于双官能二茂铁的方酰胺-膦作为高对映选择性分子内Morita–Baylis–Hillman反应的有机催化剂†

  摘要：

  这项工作表明，根据金属催化，二茂铁可能是有机催化剂的优良支架。简单易行的基于双官能二茂铁的方酰胺-膦在7-芳基-7-氧代-5-庚烯的分子内Morita-Baylis-Hillman反应中显示出很高的对映选择性，从而产生了多种2-芳基-2-环己烯醇到96％ee。

  DOI：

  10.1039/c4ob00137k

文献信息

• Chiral phosphine-squaramides as enantioselective catalysts for the intramolecular Morita–Baylis–Hillman reaction
  作者：Hong-Liang Song、Kui Yuan、Xin-Yan Wu

  DOI：10.1039/c0cc03187a

  日期：——

  squaramides containing tertiary phosphine were developed as chiral bifunctional organic catalysts to promote the asymmetric intramolecular Morita-Baylis-Hillman reaction of omega-formyl-enones. The adducts were obtained in high yields with good-to-excellent enantioselectivity (up to 93% ee).

  新型的含叔膦的方酰胺被开发为手性双官能有机催化剂，以促进ω-甲酰基-烯酮的不对称分子内Morita-Baylis-Hillman反应。加合物以良好的对映选择性（高达93％ee）以高收率获得。
• Enantioselective intramolecular Morita–Baylis–Hillman reaction using chiral bifunctional phosphinothiourea as an organocatalyst
  作者：Kui Yuan、Hong-Liang Song、Yinjun Hu、Jian-Fei Fang、Xin-Yan Wu

  DOI：10.1016/j.tetasy.2010.04.061

  日期：2010.4

  Chiral cyclohexane-based phosphinothioureas were found to be efficient organocatalysts for the enantioselective intramolecular Morita–Baylis–Hillman reaction of ω-formyl-enone. Among the solvents screened, t-BuOH was the best one which provided good yield and enantioselectivity. Moreover in the presence of 3 mol % of phosphinothiourea 2b, the desired products were obtained in good-to-excellent yields

  发现基于手性环己烷的膦硫脲类化合物是ω-甲酰基-烯酮的对映选择性分子内Morita-Baylis-Hillman反应的有效有机催化剂。在筛选出的溶剂中，叔-BuOH是最好的溶剂，可提供良好的收率和对映选择性。此外，在3mol％的硫代硫脲2b的存在下，在温和的反应条件下以良好至优异的产率和高达98％ee获得所需产物。
• Brønsted acid-catalyzed annulation reaction of hydroxamic acids: synthesis of cyclopentane-fused isoxazolidines and their benzilic amide rearrangement
  作者：Swati Lekha Mondal、Vinod Bhajammanavar、Isai Ramakrishna、Mahiuddin Baidya

  DOI：10.1039/d3cc03810f

  日期：——

  available hydroxamic acids were leveraged to access challenging nitrones in the presence of H3PO4 as a Brønsted acid catalyst and engaged in an intramolecular (3+2) annulation reaction to make valuable cyclopentane-fused isoxazolidines with high yields and excellent diastereoselectivity. The products were further utilized in a unique base-promoted benzilic amide rearrangement to provide cyclopentane-fused

  在 H 3 PO 4作为布朗斯台德酸催化剂存在下，利用容易获得的异羟肟酸来获得具有挑战性的硝酮，并进行分子内 (3+2) 成环反应，以高产率和优异的非对映选择性制备有价值的环戊烷稠合异恶唑烷。该产品进一步用于独特的碱促进的二苯乙醇酰胺重排，以提供带有三个连续立体中心的环戊烷稠合γ-内酰胺作为单一非对映体。
• 10.24820/ark.5550190.p011.072dummy2
  作者：Aydin, A. Ebru

  DOI：10.24820/ark.5550190.p011.072dummy2

  日期：——
• Chiral thiourea derivatives as organocatalyts in the enantioselective Morita-Baylis-Hillman reactions
  作者：A. Ebru Aydin

  DOI：10.24820/ark.5550190.p011.072

  日期：——

  Novel chiral bifunctional thiourea derivatives have been synthesised and successfully applied to the intermolecular Morita-Baylis-Hillman (MBH) reaction of an aromatic aldehyde with methyl vinyl ketone (MVK) and to the intramolecular MBH reaction of omega-formyl-enone. The corresponding products were obtained with high enantioselectivities (up to 98 % ee). The thiourea organocatalyst derived from a B-amino alcohol gave high enantioselectivities (92 % ee) in the intermolecular MBH reaction, whereas the same chiral ligand afforded the corresponding product in high yield (85 %) with moderate enantioselectivity (75 % ee) in the intramolecular MBH reaction. The use of a thiophene ring-containing thiourea derivative gave high enantioselectivities in the intermolecular and intramolecular MBH reactions (85 % and 95 % ee, respectively).[GRAPHICS].