(E)-1-dichloromethylsiloxy-1-methoxypropene | 18163-44-5

• 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: (E)-1-dichloromethylsiloxy-1-methoxypropene
• 英文别名: dichloro-(1-methoxy-propenyloxy)-methyl-silane；Dichlor-(1-methoxy-propenyloxy)-methyl-silan；dichloro-[(E)-1-methoxyprop-1-enoxy]-methylsilane
• CAS: 18163-44-5
• 化学式: C₅H₁₀Cl₂O₂Si
• 分子量: 201.125
• InChiKey: LGDYPFBEZZOWSG-SNAWJCMRSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.56
• 重原子数：
  10
• 可旋转键数：
  3
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.6
• 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：

  (E)-1-dichloromethylsiloxy-1-methoxypropene 、 甲基锂 以 乙醚 为溶剂， 反应 2.67h， 生成 (E)-(1-methoxyprop-1-enyloxy)trimethylsilane
  参考文献：
  名称：

  Generation of (E)-Silylketene Acetals in a Rhodium-DuPhos Catalyzed Two-Step Reductive Aldol Reaction

  摘要：

  [GRAPHICS]Mechanistic studies employing in situ NMR analysis implicate intermediate silicon enolates as reactive intermediates in the Rh-DuPhos catalyzed two-step reductive aldol reaction with Cl2MeSiH. These enolates undergo noncatalyzed reaction with a variety of aldehydes to give the derived syn-aldol adduct in high yields and diastereoselection.

  DOI：

  10.1021/ol016279l
• 作为产物：
  描述：

  甲基二氯硅烷 、 丙烯酸甲酯（MA） 在 chloro(1,5-cyclooctadiene)rhodium(I) dimer 、 Me-DuPHOS 作用下， 以 氘代苯 为溶剂， 反应 0.33h， 生成 (E)-1-dichloromethylsiloxy-1-methoxypropene
  参考文献：
  名称：

  Generation of (E)-Silylketene Acetals in a Rhodium-DuPhos Catalyzed Two-Step Reductive Aldol Reaction

  摘要：

  [GRAPHICS]Mechanistic studies employing in situ NMR analysis implicate intermediate silicon enolates as reactive intermediates in the Rh-DuPhos catalyzed two-step reductive aldol reaction with Cl2MeSiH. These enolates undergo noncatalyzed reaction with a variety of aldehydes to give the derived syn-aldol adduct in high yields and diastereoselection.

  DOI：

  10.1021/ol016279l

文献信息

• Petrow et al., Zhurnal Obshchei Khimii, 1959, vol. 29, p. 2936;engl.Ausg.S.2896
  作者：Petrow et al.

  DOI：——

  日期：——
• Petrov; Sadikh-Sade, Bulletin de la Societe Chimique de France, 1959, p. 1932
  作者：Petrov、Sadikh-Sade

  DOI：——

  日期：——
• Generation of (<i>E</i>)-Silylketene Acetals in a Rhodium-DuPhos Catalyzed Two-Step Reductive Aldol Reaction
  作者：Cun-Xiang Zhao、Jonathan Bass、James P. Morken

  DOI：10.1021/ol016279l

  日期：2001.9.1

  [GRAPHICS]Mechanistic studies employing in situ NMR analysis implicate intermediate silicon enolates as reactive intermediates in the Rh-DuPhos catalyzed two-step reductive aldol reaction with Cl2MeSiH. These enolates undergo noncatalyzed reaction with a variety of aldehydes to give the derived syn-aldol adduct in high yields and diastereoselection.