(+)-4-(4-methoxyphenyl)-hexan-2-one | 403641-34-9

• 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: (+)-4-(4-methoxyphenyl)-hexan-2-one
• 英文别名: 4-(4-methoxy-phenyl)-hexan-2-one；4-(4-methoxyphenyl)hexan-2-one；2-Hexanone, 4-(4-methoxyphenyl)-, (4S)-；(4S)-4-(4-methoxyphenyl)hexan-2-one
• CAS: 403641-34-9
• 化学式: C₁₃H₁₈O₂
• 分子量: 206.285
• InChiKey: VPPTXXFJQLZBCF-NSHDSACASA-N

物化性质

• 沸点：
  298.0±23.0 °C(Predicted)
• 密度：
  0.981±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.7
• 重原子数：
  15
• 可旋转键数：
  5
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.46
• 拓扑面积：
  26.3
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为产物：
  描述：

  对甲氧苯乙烯基甲基酮 、 diethylzinc 在 tetrakis(acetonitrile)copper(I)tetrafluoroborate 、 1,4-bis(2-((S)-4-phenyl-4,5-dihydrooxazol-2-yl)propan-2-yl)phthalazine 作用下， 以 乙醚 、 正己烷 、 二氯甲烷 为溶剂， 反应 18.0h， 生成 (-)-4-(4-methoxyphenyl)-hexan-2-one 、 (+)-4-(4-methoxyphenyl)-hexan-2-one
  参考文献：
  名称：

  Chiral dinuclear phthalazine bridged bisoxazoline ligands: synthesis and application in enantioselective Cu-catalyzed conjugate addition of ZnEt2 to enones

  摘要：

  A new class of chiral dinuclear ligands with phthalazine bridged bisoxazoline scaffold was designed and prepared in convenient synthetic routes. H-1 NMR analysis showed that this class of ligands could coordinate with two metal ions, either same or different. These ligands afforded good to excellent yields and enantioselectivities in Cu-catalyzed conjugate addition of ZnEt2 to enones. (C) 2011 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2011.02.098

文献信息

• Cu-Catalyzed Asymmetric Conjugate Additions of Alkylzinc Reagents to Acyclic Aliphatic Enones
  作者：Hirotake Mizutani、Sylvia J. Degrado、Amir H. Hoveyda

  DOI：10.1021/ja0122849

  日期：2002.2.1

  Cu-catalyzed enantioselective conjugate additions to acyclic aliphatic enones are reported. The resulting enolates may be functionalized intra- and intermolecularly, leading to the formation of an additional C-C bond. The utility of the present method is not limited to reactions involving Et2Zn; a variety of alkylzincs may be used. Moreover, many of the requisite substrates can be easily accessed through

  报道了铜催化的对映选择性共轭添加到无环脂肪族烯酮。所得的烯醇可以在分子内和分子间进行功能化，从而形成额外的 CC 键。本方法的用途不限于涉及 Et2Zn 的反应；可以使用多种烷基锌。此外，许多必需的底物可以通过催化烯烃交叉复分解轻松获得。
• Syntheses of simple TADDOL-like phosphite, phosphonite and phosphonate chiral ligands
  作者：Jesica P. Perotti、Raquel M. Cravero、Liliana E. Luna、Ricardo J. A. Grau、Santiago E. Vaillard

  DOI：10.3998/ark.5550190.0012.b09

  日期：——

  New simple phosphite, phosphonite and phosphonate chiral ligands derived from DIMPTH(OH)2 and rigid bis-DIMPTH(OH)2 were prepared with moderate to good yields (35-86%) from readily available starting materials. The syntheses of the new chiral ligands required the use of Et3N as base, since the use of more nucleophilic DIMPTH(OH)2 alkoxides precluded the formation of the ligands. Representative ligands

  新的简单的亚磷酸酯、亚膦酸酯和膦酸酯手性配体衍生自 DIMPTH(OH)2 和刚性双 DIMPTH(OH)2，以中等至良好的产率 (35-86%) 从容易获得的起始材料中制备。新手性配体的合成需要使用 Et3N 作为碱，因为使用更亲核的 DIMPTH(OH)2 醇盐阻止了配体的形成。每个家族的代表性配体在 Et2Zn 与 2-环己烯酮、2-环戊烯酮和无环 α-不饱和酮的不对称铜催化加成反应中进行了评估。值得注意的是，在更困难的不对称反应中，源自 DIMPTH(OH)2 的受阻较少且简单的膦酸酯配体诱导了对映选择。
• Chiral dinuclear phthalazine bridged bisoxazoline ligands: synthesis and application in enantioselective Cu-catalyzed conjugate addition of ZnEt2 to enones
  作者：Liang Zhang、Guoqiang Yang、Chaoren Shen、Sabah Arghib、Wanbin Zhang

  DOI：10.1016/j.tetlet.2011.02.098

  日期：2011.5

  A new class of chiral dinuclear ligands with phthalazine bridged bisoxazoline scaffold was designed and prepared in convenient synthetic routes. H-1 NMR analysis showed that this class of ligands could coordinate with two metal ions, either same or different. These ligands afforded good to excellent yields and enantioselectivities in Cu-catalyzed conjugate addition of ZnEt2 to enones. (C) 2011 Elsevier Ltd. All rights reserved.