(1R,3R,5R,8S)-11,11-dimethyl-4-oxa-5-(2-diphenylphosphino)phenyl-6-thiatricyclo[6.2.1.0^3,8]undecane | 291312-27-1

• 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: (1R,3R,5R,8S)-11,11-dimethyl-4-oxa-5-(2-diphenylphosphino)phenyl-6-thiatricyclo[6.2.1.0^3,8]undecane
• 英文别名: (1R,3R,5R,8S)-11,11-dimethyl-4-oxa-5-(2-diphenylphosphino)phenyl-6-thiatricyclo[6.2.1.0]undecane；POT；[2-[(1S,4R,6R,8R)-11,11-dimethyl-5-oxa-3-thiatricyclo[6.2.1.01,6]undecan-4-yl]phenyl]-diphenylphosphane
• CAS: 291312-27-1
• 化学式: C₂₉H₃₁OPS
• 分子量: 458.604
• InChiKey: FHLPBQOIOHJCMF-FUTODVMNSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  7.2
• 重原子数：
  32
• 可旋转键数：
  4
• 环数：
  6.0
• sp3杂化的碳原子比例：
  0.38
• 拓扑面积：
  34.5
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  (1R,3R,5R,8S)-11,11-dimethyl-4-oxa-5-(2-diphenylphosphino)phenyl-6-thiatricyclo[6.2.1.0^3,8]undecane 、 di(rhodium)tetracarbonyl dichloride 以 甲苯 为溶剂， 以94%的产率得到[((1R,3R,5R,8S)-11,11-dimethyl-4-oxa-5-(2-diphenylphosphino)phenyl-6-thiatricyclo[6.2.1.0]undecane)Rh(CO)Cl]
  参考文献：
  名称：

  Rhodium(I) complexes with phosphinooxathiane (POT) and phophinooxazolidine (POZ) ligands: the crystal structures of [(POT)Rh(CO)Cl] and [(POZ)Rh(CO)Cl]

  摘要：

  The reactions of two equivalents of the ligands POT or POZ with one equivalent of the rhodium complex [Rh(mut-Cl)(CO)(2)](2) afford the complexes [(POT)Rh(CO)Cl] (1) and [(POZ)Rh(CO)Cl] (2), respectively. The crystal structures of both complexes have been determined showing the rhodium centers to be into slightly distorted square planar environments. Preliminary screening of the catalytic systems POT/Rh and POZ/Rh in the asymmetric hydroformylation of styrene has been carried out. (C) 2004 Elsevier B.V. All rights reserved.

  DOI：

  10.1016/j.ica.2004.09.006
• 作为产物：
  描述：

  2-二苯基膦苯甲醛 、 (1S,2R,4R)-(-)-10-mercaptoisoboneol 在 对甲苯磺酸 作用下， 以 甲苯 为溶剂， 反应 6.0h， 以92%的产率得到(1R,3R,5R,8S)-11,11-dimethyl-4-oxa-5-(2-diphenylphosphino)phenyl-6-thiatricyclo[6.2.1.0^3,8]undecane
  参考文献：
  名称：

  钯催化的不对称烯丙基取代反应，使用新的手性膦基氧杂蒽配体。

  摘要：

  DOI：

  10.1021/jo001245x

文献信息

• New chiral phosphinooxathiane ligands for palladium-catalyzed asymmetric allylic substitution reactions
  作者：Hiroto Nakano、Yuko Okuyama、Hiroshi Hongo

  DOI：10.1016/s0040-4039(00)00674-2

  日期：2000.6

  New chiral ligands, phosphinooxathianes 3 and 6, were synthesized easily and their ability as ligands were examined in Pd-catalyzed asymmetric allylic alkylation of 1,3-diphenyl-2-propenyl acetate with dimethyl malonate to give an allylation product. Enantiomeric excess of up to 94% has been obtained using 1 mol% of [PdCl(η3-C3H5)]2 and 2 mol% of 3.

  可以轻松合成新的手性配体膦氧杂蒽3和6，并在Pd催化的1,3-二苯基-2-丙烯基乙酸丙二酯与丙二酸二甲酯的钯催化不对称烯丙基烷基化反应中检测了它们作为配体的能力，从而得到了烯丙基化产物。使用1摩尔％的[的PdCl（η已获得对映体过量达到94％的3 -C 3 H ^ 5）] 2和2％（摩尔）的3。
• Rhodium(I) complexes with phosphinooxathiane (POT) and phophinooxazolidine (POZ) ligands: the crystal structures of [(POT)Rh(CO)Cl] and [(POZ)Rh(CO)Cl]
  作者：Gustavo Rı́os-Moreno、Rubén A. Toscano、Rocío Redón、Hiroto Nakano、Yuko Okuyama、David Morales-Morales

  DOI：10.1016/j.ica.2004.09.006

  日期：2005.1

  The reactions of two equivalents of the ligands POT or POZ with one equivalent of the rhodium complex [Rh(mut-Cl)(CO)(2)](2) afford the complexes [(POT)Rh(CO)Cl] (1) and [(POZ)Rh(CO)Cl] (2), respectively. The crystal structures of both complexes have been determined showing the rhodium centers to be into slightly distorted square planar environments. Preliminary screening of the catalytic systems POT/Rh and POZ/Rh in the asymmetric hydroformylation of styrene has been carried out. (C) 2004 Elsevier B.V. All rights reserved.
• Palladium-Catalyzed Asymmetric Allylic Substitution Reactions Using New Chiral Phosphinooxathiane Ligands
  作者：Hiroto Nakano、Yuko Okuyama、Mariko Yanagida、Hiroshi Hongo

  DOI：10.1021/jo001245x

  日期：2001.1.1