(S)-3-tert-butyl-2,3-dihydrobenzo[d][1,3]oxaphosphole oxide | 1215081-23-4

• 分子结构分类: 有机化合物 - 苯类化合物
• 英文名称: (S)-3-tert-butyl-2,3-dihydrobenzo[d][1,3]oxaphosphole oxide
• 英文别名: 3-(tertbutyl)-2H-benzo[d][1,3]oxaphosphole 3-oxide；(3S)-3-tert-butyl-2H-1,3lambda5-benzoxaphosphole 3-oxide；(3S)-3-tert-butyl-2H-1,3λ5-benzoxaphosphole 3-oxide
• CAS: 1215081-23-4
• 化学式: C₁₁H₁₅O₂P
• 分子量: 210.213
• InChiKey: MGUZNYJADFGGTP-CQSZACIVSA-N

物化性质

• 沸点：
  368.5±35.0 °C(Predicted)
• 密度：
  1.13±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1.8
• 重原子数：
  14
• 可旋转键数：
  1
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.45
• 拓扑面积：
  26.3
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  (S)-3-tert-butyl-2,3-dihydrobenzo[d][1,3]oxaphosphole oxide 在 titanium(IV) isopropylate 、 Hoveyda-Grubbs catalyst second generation 、 lithium diisopropyl amide 作用下， 以 四氢呋喃 、 2-甲基四氢呋喃 、 二氯甲烷 为溶剂， 反应 38.33h， 生成
  参考文献：
  名称：

  Development of New P-Chiral P,π-Dihydrobenzooxaphosphole Hybrid Ligands for Asymmetric Catalysis

  摘要：

  A new family of P-chiral P,π-hybrid ligands was prepared from the dihydrobenzooxaphosphole core. These new ligands were demonstrated to be both sterically and electronically tunable at the substituents on the phosphorus atom and the π-system of the ligand. Application of these new ligands to the catalytic asymmetric addition of boronic acids to imine electrophiles was shown to proceed with high levels of enantioinduction.

  DOI：

  10.1021/ol5027798

文献信息

• [EN] NOVEL CHIRAL PHOSPHORUS LIGANDS<br/>[FR] NOUVEAUX LIGANDS DE PHOSPHORE CHIRAUX
  申请人：BOEHRINGER INGELHEIM INT

  公开号：WO2011056737A1

  公开（公告）日：2011-05-12

  The invention relates to a series of novel chiral phosphorus ligands of formulae (Ia) and (Ib): wherein R, 1 - rR> 4 and X are as defined herein. The invention also relates to chiral metal complexes prepared with these chiral phosphorus ligands. The chiral metal complexes are useful as catalysts for carrying out asymmetric hydro genation.

  本发明涉及一系列新颖的具有公式（Ia）和（Ib）的手性磷配体：其中R，1 - rR> 4和X如本文所定义。本发明还涉及用这些手性磷配体制备的手性金属配合物。手性金属配合物可用作实施不对称氢化的催化剂。
• Synthesis of Enantioenriched 2-Alkyl Piperidine Derivatives through Asymmetric Reduction of Pyridinium Salts
  作者：Bo Qu、Hari P. R. Mangunuru、Xudong Wei、Keith R. Fandrick、Jean-Nicolas Desrosiers、Joshua D. Sieber、Dmitry Kurouski、Nizar Haddad、Lalith P. Samankumara、Heewon Lee、Jolaine Savoie、Shengli Ma、Nelu Grinberg、Max Sarvestani、Nathan K. Yee、Jinhua J. Song、Chris H. Senanayake

  DOI：10.1021/acs.orglett.6b02401

  日期：2016.10.7

  An Ir-catalyzed enantioselective hydrogenation of 2-alkyl-pyridines has been developed using ligand MeO-BoQPhos. High levels of enantioselectivities up to 93:7 er were obtained. The resulting enantioenriched piperidines can be readily converted into biologically interesting molecules such as the fused tricyclic structures 5, 6, and 7 in 99:1 er, providing a novel, concise synthetic route to this family

  使用配体 MeO-BoQPhos 开发了 Ir 催化的 2-烷基-吡啶对映选择性氢化。获得了高达 93:7 er 的高水平对映选择性。所得的对映体富集的哌啶可以很容易地转化为生物学上感兴趣的分子，例如99:1的稠合三环结构5、6和7，为该类手性含哌啶化合物提供了一种新颖、简洁的合成路线。
• Novel and Efficient Chiral Bisphosphorus Ligands for Rhodium-Catalyzed Asymmetric Hydrogenation
  作者：Wenjun Tang、Andrew G. Capacci、Andre White、Shengli Ma、Sonia Rodriguez、Bo Qu、Jolaine Savoie、Nitinchandra D. Patel、Xudong Wei、Nizar Haddad、Nelu Grinberg、Nathan K. Yee、Dhileepkumar Krishnamurthy、Chris H. Senanayake

  DOI：10.1021/ol1000999

  日期：2010.3.5

  A series of structurally novel, operationally convenient, and efficient chiral 2-phosphino-2,3-dihydrobenzo[d][1,3]oxaphosphole ligands was developed. Applications of ligands 3a and 3b in rhodium-catalyzed asymmetric hydrogenation of α-(acylamino)acrylates and β-(acylamino)acrylates provided excellent enantioselectivities (up to >99% ee) and reactivities (up to 10 000 TON).

  开发了一系列结构新颖，操作方便且有效的手性2-膦基-2,3-二氢苯并[ d ] [1,3]氧杂磷配体。配体3a和3b在铑催化的α-（酰基氨基）丙烯酸酯和β-（酰基氨基）丙烯酸酯的不对称氢化反应中的应用提供了极好的对映选择性（高达99％ee）和反应性（高达10000吨）。
• NOVEL CHIRAL PHOSPHORUS LIGANDS
  申请人：Qu Bo

  公开号：US20120277455A1

  公开（公告）日：2012-11-01

  The invention relates to a series of novel chiral phosphorus ligands of formulae (Ia) and (Ib): wherein R, 1-rR>4 and X are as defined herein. The invention also relates to chiral metal complexes prepared with these chiral phosphorus ligands. The chiral metal complexes are useful as catalysts for carrying out asymmetric hydro genation.

  本发明涉及一系列新型手性磷配体，其化学式为（Ia）和（Ib）：其中R，1-rR>4和X的定义如本文所述。本发明还涉及使用这些手性磷配体制备的手性金属配合物。这些手性金属配合物可用作催化剂，用于进行不对称氢化反应。
• US8552212B2
  申请人：——

  公开号：US8552212B2

  公开（公告）日：2013-10-08