2-(2-cyclohexylpropyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane | 1262985-48-7

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 硼酸衍生物
• 英文名称: 2-(2-cyclohexylpropyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane
• CAS: 1262985-48-7
• 化学式: C₁₅H₂₉BO₂
• 分子量: 252.205
• InChiKey: JPWPSJOTOGJAKL-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.3
• 重原子数：
  18
• 可旋转键数：
  3
• 环数：
  2.0
• sp3杂化的碳原子比例：
  1.0
• 拓扑面积：
  18.5
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为产物：
  描述：

  isopropenylcyclohexane 、 频那醇硼烷 在 (1,5-cyclooctadiene)(methoxy)iridium(I) dimer 、 (S)-4-叔丁基-2-[2-(二苯基膦基)苯基]-2-噁唑啉 作用下， 以 正己烷 为溶剂， 生成 2-(2-cyclohexylpropyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane
  参考文献：
  名称：

  α-取代的苯乙烯基衍生物的高度区域和对映选择性催化不对称硼氢化。

  摘要：

  使用容易获得的铱催化剂，已经以优异的收率，完美的区域选择性以及在某些情况下高水平的对映选择性实现了各种1,1-二取代烯烃的催化不对称硼氢化反应。

  DOI：

  10.1039/c0cc01547d

文献信息

• Cobalt-Catalyzed Enantioselective Synthesis of Chiral <i>gem</i> -Bis(boryl)alkanes
  作者：Wei Jie Teo、Shaozhong Ge

  DOI：10.1002/anie.201805705

  日期：2018.9.24

  We report an asymmetric synthesis of enantioenriched gem‐bis(boryl)alkanes in an enantioselective diborylation of 1,1‐disubstituted alkenes catalyzed by Co(acac)2/(R)‐DM‐segphos. A range of activated and unactivated alkenes underwent this asymmetric diborylation in the presence of cyclooctene as a hydrogen acceptor, affording the corresponding gem‐bis(boryl)alkanes with high enantioselectivity. The

  我们报道了在Co（acac）2 /（R）-DM-segphos催化的1,1-二取代烯烃的对映选择性二重化反应中，对映体富集的宝石双（硼基）烷烃的不对称合成。活化和未活化的链烯烃的范围在环辛烯的存在氢受体进行这种不对称diborylation，得到相应的宝石高对映选择性双（硼烷基）烷烃。这些手性有机硼酸酯化合物的合成效用通过数种立体定向衍生化以及倍半萜烯和倍半萜类天然产物的合成得到证明。
• High-Activity Cobalt Catalysts for Alkene Hydroboration with Electronically Responsive Terpyridine and α-Diimine Ligands
  作者：W. Neil Palmer、Tianning Diao、Iraklis Pappas、Paul J. Chirik

  DOI：10.1021/cs501639r

  日期：2015.2.6

  Cobalt alkyl complexes bearing readily available and redox-active 2,2':6',2"-terpyridine and a-diimine ligands have been synthesized, and their electronic structures have been elucidated. In each case, the supporting chelate is reduced to the monoanionic, radical form that is engaged in antiferromagnetic coupling with the cobalt(II) center. Both classes of cobalt alkyls proved to be effective for the isomerization hydroboration of sterically hindered alkenes. An a-diimine-substituted cobalt allyl complex proved exceptionally active for the reduction of hindered tri-, tetra-, and limonene, formation of an eta(3)-allyl complex with a C-H agostic interaction was identified and accounts for the sluggish reactivity observed with diene substrates. For the terpyridine derivative, unique Markovnikov selectivity with styrene was also observed with HBPin.