Acetic acid (1R,2S)-2-(dimethyl-phenyl-silanyl)-1-((4S,5S)-2,2-dimethyl-5-vinyl-[1,3]dioxolan-4-yl)-but-3-enyl ester | 611236-42-1

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: Acetic acid (1R,2S)-2-(dimethyl-phenyl-silanyl)-1-((4S,5S)-2,2-dimethyl-5-vinyl-[1,3]dioxolan-4-yl)-but-3-enyl ester
• CAS: 611236-42-1
• 化学式: C₂₁H₃₀O₄Si
• 分子量: 374.552
• InChiKey: CFRSSSJRGRYRIT-MUGJNUQGSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.8
• 重原子数：
  26.0
• 可旋转键数：
  7.0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.48
• 拓扑面积：
  44.76
• 氢给体数：
  0.0
• 氢受体数：
  4.0

反应信息

• 作为反应物：
  描述：

  Acetic acid (1R,2S)-2-(dimethyl-phenyl-silanyl)-1-((4S,5S)-2,2-dimethyl-5-vinyl-[1,3]dioxolan-4-yl)-but-3-enyl ester 在 RuCl2(1,3-dimesityl-imidazolidin-2-yl)(PCy3)(=CHPh) 作用下， 以 二氯甲烷 为溶剂， 反应 2.0h， 以80%的产率得到Acetic acid (3aS,4R,5S,7aS)-5-(dimethyl-phenyl-silanyl)-2,2-dimethyl-3a,4,5,7a-tetrahydro-benzo[1,3]dioxol-4-yl ester
  参考文献：
  名称：

  An allylation-metathesis sequence as a convergent strategy towards enantiopure equivalents of highly functionalized cyclic dienes

  摘要：

  Highly enantioenriched equivalents of cyclic dienes have been readily prepared by asymmetric allylation of unsaturated aldehydes using a chiral allyltitanium reagent, followed by a ring-closing metathesis. The resulting beta-hydroxy allylsilanes react stereoselectively with a wide variety of electrophilic reagents. (C) 2003 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4039(03)01791-x
• 作为产物：
  描述：

  烯丙基二甲基苯基硅烷 在 吡啶 、 正丁基锂 作用下， 以 四氢呋喃 、 二氯甲烷 为溶剂， 反应 7.83h， 生成 Acetic acid (1R,2S)-2-(dimethyl-phenyl-silanyl)-1-((4S,5S)-2,2-dimethyl-5-vinyl-[1,3]dioxolan-4-yl)-but-3-enyl ester
  参考文献：
  名称：

  An allylation-metathesis sequence as a convergent strategy towards enantiopure equivalents of highly functionalized cyclic dienes

  摘要：

  Highly enantioenriched equivalents of cyclic dienes have been readily prepared by asymmetric allylation of unsaturated aldehydes using a chiral allyltitanium reagent, followed by a ring-closing metathesis. The resulting beta-hydroxy allylsilanes react stereoselectively with a wide variety of electrophilic reagents. (C) 2003 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4039(03)01791-x