(1S,4R,5S,6R)-5,6-Bis-(tert-butyl-diphenyl-silanyloxymethyl)-bicyclo[2.2.1]hept-2-ene | 150423-39-5

• 分子结构分类: 有机化合物 - 有机金属化合物 - 有机类金属化合物
• 英文名称: (1S,4R,5S,6R)-5,6-Bis-(tert-butyl-diphenyl-silanyloxymethyl)-bicyclo[2.2.1]hept-2-ene
• 英文别名: tert-butyl-[[(1S,2R,3S,4R)-3-[[tert-butyl(diphenyl)silyl]oxymethyl]-2-bicyclo[2.2.1]hept-5-enyl]methoxy]-diphenylsilane
• CAS: 150423-39-5
• 化学式: C₄₁H₅₀O₂Si₂
• 分子量: 631.018
• InChiKey: VVIPXDGZUVTVQN-KMSXHVQZSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  7.58
• 重原子数：
  45
• 可旋转键数：
  12
• 环数：
  6.0
• sp3杂化的碳原子比例：
  0.37
• 拓扑面积：
  18.5
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  (1S,4R,5S,6R)-5,6-Bis-(tert-butyl-diphenyl-silanyloxymethyl)-bicyclo[2.2.1]hept-2-ene 在 四氧化锇 、 N-甲基吗啉氧化物 作用下， 生成 (1R,4S,5R,6S)-5,6-bis[[tert-butyl(diphenyl)silyl]oxymethyl]bicyclo[2.2.1]heptane-2,3-dione
  参考文献：
  名称：

  Differentiation of enantiotopic carbonyl groups by the horner-wadsworth-emmons reaction

  摘要：

  A chiral phosphonoacetate 2 differentiates the enantiotopic carbonyl groups in an alpha-diketone 5 to afford the Z-olefin 6 in high yield and ee. The absolute stereochemistry of 6 was determined by X-ray analysis of 8 derived from 6.

  DOI：

  10.1016/s0040-4039(00)60618-4
• 作为产物：
  描述：

  叔丁基二苯基氯硅烷 、 3,6-endomethylene-1,2,3,6-tetrahydrophthalic anhydride 在 咪唑 、 lithium aluminium tetrahydride 作用下， 生成 (1S,4R,5S,6R)-5,6-Bis-(tert-butyl-diphenyl-silanyloxymethyl)-bicyclo[2.2.1]hept-2-ene
  参考文献：
  名称：

  Differentiation of enantiotopic carbonyl groups by the horner-wadsworth-emmons reaction

  摘要：

  A chiral phosphonoacetate 2 differentiates the enantiotopic carbonyl groups in an alpha-diketone 5 to afford the Z-olefin 6 in high yield and ee. The absolute stereochemistry of 6 was determined by X-ray analysis of 8 derived from 6.

  DOI：

  10.1016/s0040-4039(00)60618-4

文献信息

• Differentiation of enantiotopic carbonyl groups by the horner-wadsworth-emmons reaction
  作者：Kiyoshi Tanaka、Yoshihisa Ohta、Kaoru Fuji、Tooru Taga

  DOI：10.1016/s0040-4039(00)60618-4

  日期：1993.6

  A chiral phosphonoacetate 2 differentiates the enantiotopic carbonyl groups in an alpha-diketone 5 to afford the Z-olefin 6 in high yield and ee. The absolute stereochemistry of 6 was determined by X-ray analysis of 8 derived from 6.