(E)-N-(2-methylpropylidene)-1,1-diphenylmethanamine | 169698-44-6

• 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: (E)-N-(2-methylpropylidene)-1,1-diphenylmethanamine
• 英文别名: benzhydryl-isobutylidene-amine
• CAS: 169698-44-6
• 化学式: C₁₇H₁₉N
• 分子量: 237.345
• InChiKey: NOYUXBZUSVICGL-QGOAFFKASA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.5
• 重原子数：
  18.0
• 可旋转键数：
  4.0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.24
• 拓扑面积：
  12.36
• 氢给体数：
  0.0
• 氢受体数：
  1.0

反应信息

• 作为反应物：
  描述：

  (E)-N-(2-methylpropylidene)-1,1-diphenylmethanamine 、 二乙基亚磷酸氢酯 生成 N-benzhydryl-1-diethoxyphosphoryl-2-methylpropan-1-amine
  参考文献：
  名称：

  ISSLEIB, K.;DOEPFER, K. -P.;BALSZUWEIT, A., Z. NATURFORSCH., 1981, 36, N 11, 1392-1394

  摘要：

  DOI：
• 作为产物：
  描述：

  异丁醛 、 二苯甲胺 以 二氯甲烷 为溶剂， 反应 48.0h， 生成 (E)-N-(2-methylpropylidene)-1,1-diphenylmethanamine
  参考文献：
  名称：

  Si-B键的激活：铜催化的亲核硅与亚胺的加成反应

  摘要：

  通过铜催化的过渡金属化对Si-B键的激活迅速发展为一种生成Cu-Si试剂的实用方法。这些硅亲核试剂干净地添加到醛衍生的亚胺亲电试剂中，从而在质子介质中形成α-甲硅烷基化胺，并且未观察到中间阴离子的碳-氮布鲁克型重排。除了亚胺氮原子上的吸电子基团（例如SO 2 Tol和P（O）Ph 2）外，还可以耐受先前精密的氮取代基，例如苯基或二苯甲基。相同的协议还允许史无前例地添加代表酮的亚胺。

  DOI：

  10.1021/ol200509c

文献信息

• MgI₂as an Additive in Ir(I)-Catalyzed Addition of Silylacetylenes to Imines: Expeditious Synthesis of Propargylic Amines
  作者：Erick M. Carreira、Christian Fischer

  DOI：10.1055/s-2004-822403

  日期：——

  We report a dramatic improvement in the [IrCl(COD)]2-catalyzed addition reaction of silylacetylenes and imines with 2-4 mol% MgI2 as additive. The reaction is very general, with a wide range of imines providing the amine products in excellent yields under convenient reaction conditions. Importantly, the reaction can be conducted with as low as 0.5 mol% catalyst and proceeds in THF as well as in the absence of solvent.

  我们报道了以 2-4 mol% MgI2 作为添加剂，[IrCl(COD)]2 催化的甲硅烷基乙炔和亚胺的加成反应得到了显着改善。该反应非常通用，具有多种亚胺，在方便的反应条件下以优异的产率提供胺产物。重要的是，该反应可以使用低至 0.5 mol% 的催化剂进行，并在 THF 中以及在不存在溶剂的情况下进行。
• PROCESS FOR THE PREPARATION OF OPTICALLY ACTIVE 1-AMINOPHOSPHONIC ACID DERIVATIVES AND NOVEL PHOSPHONATE COMPOUNDS
  申请人：HOKKO CHEMICAL INDUSTRY CO. LTD.

  公开号：EP0877028A1

  公开（公告）日：1998-11-11

  Provided is a process for the preparation of an optically active (R)- or (S)-1-aminophosphonic acid derivative of the general formula (Ia) or (Ib) given below, which process comprises reacting an amino-protected imine having general formula (II): R1-N=CHR2 where R1 is diphenylmethyl group or the like and R2 is an alkyl group or the like, with a phosphonic acid ester in the presence of an asymmetric catalyst consisting of a rare earth element-alkali metal-binaphthol complex, to produce an (R)- or (S)-N-protected-1-aminophosphonate compound, and then subjecting the phosphonate compound to catalytic reduction with hydrogen and to acidic hydrolysis. There are also provided novel intermediates, and a process of preparing an asymmetric catalyst consisting of a rare element-alkali metal-binaphthol complex.

  本发明提供了一种制备下式(Ia)或(Ib)的光学活性(R)-或(S)-1-氨基膦酸衍生物的工艺，该工艺包括使具有通式(II)的氨基保护亚胺反应：R1-N=CHR2 其中 R1 为二苯基甲基或类似基团，R2 为烷基或类似基团，在由稀土元素-碱金属-联萘酚络合物组成的不对称催化剂存在下，与膦酸酯反应，生成(R)-或(S)-N-保护的-1-氨基膦酸盐化合物，然后将膦酸盐化合物用氢气催化还原并进行酸性水解。 此外，还提供了新型中间体，以及由稀有元素-碱金属-萘酚络合物组成的不对称催化剂的制备方法。
• Catalytic Asymmetric Synthesis of .alpha.-Amino Phosphonates Using Lanthanoid-Potassium-BINOL Complexes
  作者：Hiroaki Sasai、Shigeru Arai、Yoshihiro Tahara、Masakatsu Shibasaki

  DOI：10.1021/jo00126a003

  日期：1995.10
• Regulation of Orthogonal Functions in a Dual Catalyst System. Subservient Role of a Nonchiral Lewis Acid in an Asymmetric Catalytic Heteroatom Diels−Alder Reaction
  作者：Cory A. Newman、Jon C. Antilla、Pei Chen、Alexander V. Predeus、Lee Fielding、William D. Wulff

  DOI：10.1021/ja069019d

  日期：2007.6.13

  A catalytic asymmetric heteroatom Diels-Alder reaction of unactivated imines with Danishefsky's diene is described which gives high asymmetric induction for N-benzhydryl imines derived from a variety of aldehydes. The catalyst is derived from B(OPh)(3) and the VAPOL ligand and gives good induction, but the reaction stalls and does not give high conversion (similar to 50%). It was found that in the presence of both the chiral catalyst and excess amounts of B(OPh)(3) the reaction proceeds to completion and gives high yields of the dihydropiperidinone product. Despite the presence of large quantities of the nonchiral Lewis acid B(OPh)(3), the asymmetric induction of the product remains constant (90% ee) as the amount of B(OPh)(3) is steadily increased and does not drop off until the ratio of B(OPh)(3) to VAPOL is 100:1 (82% ee). These observations are interpreted as involving highly separated and different activities for the chiral and nonchiral Lewis acids present in the reaction. Specifically, the excess B(OPh)(3) serves to bind to the product and release the chiral catalyst to turnover more starting material. The B(OPh)(3) does not compete in turning over the starting material, and a series of binding studies reveal that this is likely due to a combination of two factors. The binding studies reveal that the chiral catalyst binds to the starting imine 7 times more strongly than does B(OPh)(3). However, in order to explain the constant asymmetric induction observed despite the addition of increasing amounts of B(OPh)(3), the rate of the reaction of the imine complexed with the chiral catalyst must be at least 10 times faster than the reaction of the imine complexed with B(OPh)(3). Finally, a catalyst generated from BINOL and B(OPh)(3) does not show this phenomenon.
• YAMASAKI NORITSUGU; MURAKAMI MASAHIRO; MUKAIYAMA TERUAKI, CHEM. LETT.,(1986) N 6, 1013-1016
  作者：YAMASAKI NORITSUGU、 MURAKAMI MASAHIRO、 MUKAIYAMA TERUAKI

  DOI：——

  日期：——