(+)-(R)-2-methyltetrahydronaphthalene | 34311-18-7

• 分子结构分类: 有机化合物 - 苯类化合物 - 四氢化萘
• 英文名称: (+)-(R)-2-methyltetrahydronaphthalene
• 英文别名: 2-(R)-methyl-1,2,3,4-tetrahydronaphthalene；R(+)-2-Methyl-tetralin；(R)-2-Methyltetralin；(2R)-2-methyl-1,2,3,4-tetrahydronaphthalene
• CAS: 34311-18-7
• 化学式: C₁₁H₁₄
• 分子量: 146.232
• InChiKey: WJRGJANWBCPTLH-SECBINFHSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.6
• 重原子数：
  11
• 可旋转键数：
  0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.45
• 拓扑面积：
  0
• 氢给体数：
  0
• 氢受体数：
  0

反应信息

• 作为产物：
  描述：

  2-methyl-3,4-dihydronaphthalene 在 ((C₈H₁₂)Ir((C₆H₅)2PCH₂C₇H₈N₂C₆H₅))⁽¹⁺⁾*B(C₆H₃(CF₃)2)4^(1-)=((C₈H₁₂)Ir((C₆H₅)2PCH₂C₇H₈N₂C₆H₅))(B(C₆H₃(CF₃)2)4) 、 氢气 作用下， 以 二氯甲烷 为溶剂， 20.0 ℃ 、5.0 MPa 条件下， 生成 (+)-(R)-2-methyltetrahydronaphthalene
  参考文献：
  名称：

  手性咪唑-膦配体的铱催化剂用于乙烯基氟化物和其他烯烃的不对称加氢

  摘要：

  制备了新的手性二齿咪唑-膦配体，并进行了铱催化的烯烃不对称氢化的评估。与已知的具有恶唑和噻唑作为N-给体的铱催化剂一样，咪唑-膦连接的铱催化剂以对映异构的相同含义氢化三取代的烯烃。已显示基于咪唑的催化剂可氢化氟乙烯，在某些情况下，迄今公布的ee值最高。

  DOI：

  10.1002/adsc.200800062

文献信息

• Asymmetric Hydrogenation of Imines and Olefins Using Phosphine-Oxazoline Iridium Complexes as Catalysts
  作者：Anna Trifonova、Jarle S. Diesen、Pher G. Andersson

  DOI：10.1002/chem.200500942

  日期：2006.3.1

  Herein we describe the synthesis of a new class of chiral phosphine-oxazolines and their application as ligands in iridium-catalyzed hydrogenations. Mechanistic aspects of olefin hydrogenation with this class of iridium catalysts are discussed and a selectivity model to help rationalize the results obtained is also presented.

  本文中，我们描述了一类新的手性膦-恶唑啉的合成及其在铱催化的氢化反应中作为配体的应用。讨论了用这类铱催化剂进行烯烃加氢的机理，并提出了有助于合理化所获得结果的选择性模型。
• Development of new thiazole-based iridium catalysts and their applications in the asymmetric hydrogenation of trisubstituted olefins
  作者：Pradeep Cheruku、Alexander Paptchikhine、Muhammad Ali、Jörg-M. Neudörfl、Pher G. Andersson

  DOI：10.1039/b714744a

  日期：——

  evaluated in the iridium-catalyzed asymmetric hydrogenation of trisubstituted olefins. Chirality was introduced into the ligands through a highly diastereoselective alkylation using Oppolzer's camphorsultam as chiral auxiliary. In general, the new catalysts are as reactive and selective as their cyclic counterparts for the asymmetric hydrogenation of various trisubstituted olefins.

  已经合成了新的基于噻唑的手性N，P-配体，它们是已知的环状噻唑配体的开链类似物，并在铱催化的三取代烯烃的不对称氢化中进行了评估。使用Oppolzer的樟脑作为手性助剂，通过高度非对映选择性烷基化将手性引入配体中。通常，对于各种三取代烯烃的不对称氢化，新催化剂与它们的环状对应物一样具有反应性和选择性。
• Catalytic asymmetric hydrogenation of β-disubstituted α-phenylacrylic acids asymmetric synthesis of carboxylic acids containing two vicinal chiral carbon centers
  作者：Tamio Hayashi、Norio Kawamura、Yoshihiko Ito

  DOI：10.1016/s0040-4039(00)82242-x

  日期：1988.1

  Hydrogenation of trisubstituted acrylic acids (()- and ()MeC(R)CPhCOOH: R = CD3, Et, Ph) in the presence of a chiral (aminoalkyl)ferrocenylphosphine-rhodium catalyst installed asymmetric configurations at two vicinal carbons at once giving optically active carboxylic acids of high enantiomeric purities (80% ee).

  三取代丙烯酸（（）-和（）MeC（R）aCPhCOOH：R = CD 3，Et，Ph）在手性（氨基烷基）二茂铁基膦-铑催化剂存在下，在两个邻位碳上以不对称构型存在下进行氢化一次得到高对映体纯度（80％ee）的光学活性羧酸。
• Asymmetric hydrogenation of tri-substituted alkenes with Ir-NHC-thiazole complexes
  作者：Klas Källström、Pher G. Andersson

  DOI：10.1016/j.tetlet.2006.08.039

  日期：2006.10

  An efficient chiral N-heterocyclic carbene ligand for the Ir-catalyzed asymmetric hydrogenation of largely unfunctionalized tri-substituted olefins has been developed. The Ir-NHC-thiazole catalyst is able to reduce a large variety of substrates with excellent conversions and good enantioselectivities with ee's ranging from 34% to 90%, depending on the geometry around the double bond of the substrates. (c) 2006 Elsevier Ltd. All rights reserved.
• RENAUD, PHILIPPE;SCHUBERT, SERGE, SYNLETT.,(1990) N0, C. 624-626
  作者：RENAUD, PHILIPPE、SCHUBERT, SERGE

  DOI：——

  日期：——