5-tert-butyl-4-hydroxy-2′,4′,6′-triisopropyl[1,1′-biphenyl]-3-carbaldehyde | 1428318-88-0

• 分子结构分类: 有机化合物 - 碳氢化合物 - 不饱和烃
• 英文名称: 5-tert-butyl-4-hydroxy-2′,4′,6′-triisopropyl[1,1′-biphenyl]-3-carbaldehyde
• 英文别名: 5-(2,4,6-triisopropylbenzene)-3-tert-butyl-2-hydroxybenzaldehyde
• CAS: 1428318-88-0
• 化学式: C₂₆H₃₆O₂
• 分子量: 380.571
• InChiKey: CKZCQDDZJRDJID-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  7.54
• 重原子数：
  28.0
• 可旋转键数：
  5.0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.5
• 拓扑面积：
  37.3
• 氢给体数：
  1.0
• 氢受体数：
  2.0

反应信息

• 作为反应物：
  描述：

  5-tert-butyl-4-hydroxy-2′,4′,6′-triisopropyl[1,1′-biphenyl]-3-carbaldehyde 以 甲醇 、 正己烷 、 二氯甲烷 为溶剂， 反应 24.0h， 生成 5,5″-((1E,1′E)-((2,3-dimethylbutane-2,3-diyl)bis(azanylylidene))-bis(methanylylidene))bis(3-tert-butyl-2′,4′,6′-triisopropyl[1,1′-biphenyl]-4-olate)aluminum Chloride
  参考文献：
  名称：

  Carbonylation of cis-Disubstituted Epoxides to trans-β-Lactones: Catalysts Displaying Steric and Contrasteric Regioselectivity

  摘要：

  trans-beta-Lactones are a versatile and useful class of compounds, but reliable methods for their direct synthesis are still limited. Addressing this problem, we present herein two catalysts for the regioselective carbonylation of cis-disubstituted epoxides. The two catalysts show high activities and opposing regioselectivities so that either one of the two possible beta-lactone regioisomers can be obtained selectively.

  DOI：

  10.1021/jo501899e
• 作为产物：
  描述：

  magnesium,1,3,5-tri(propan-2-yl)benzene-6-ide,bromide 在 甲基溴化镁 、 sodium hydride 作用下， 以 四氢呋喃 为溶剂， 反应 24.17h， 生成 5-tert-butyl-4-hydroxy-2′,4′,6′-triisopropyl[1,1′-biphenyl]-3-carbaldehyde
  参考文献：
  名称：

  Carbonylation of cis-Disubstituted Epoxides to trans-β-Lactones: Catalysts Displaying Steric and Contrasteric Regioselectivity

  摘要：

  trans-beta-Lactones are a versatile and useful class of compounds, but reliable methods for their direct synthesis are still limited. Addressing this problem, we present herein two catalysts for the regioselective carbonylation of cis-disubstituted epoxides. The two catalysts show high activities and opposing regioselectivities so that either one of the two possible beta-lactone regioisomers can be obtained selectively.

  DOI：

  10.1021/jo501899e

文献信息

• Salen Promoted Enantioselective Nazarov Cyclizations of Activated and Unactivated Dienones
  作者：Gerri E. Hutson、Yunus E. Türkmen、Viresh H. Rawal

  DOI：10.1021/ja401908m

  日期：2013.4.3

  A novel class of chiral 5,5'-di(2,4,6-trialkyl)-aryl salen-metal complexes have been developed and shown to catalyze highly enantioselective Nazarov cyclization reactions, giving rise to cyclopentenoids in 90:10-98:2 er. Significantly, the catalysts also promote, for the first time, highly enantioselective Nazarov reactions of "unactivated" dienones, producing hydrindenone products having in place three contiguous chiral centers.