2-Isopropenyloxy-4,4,5,5-tetramethyl-2-((Z)-2-methyl-but-2-enyl)-[1,3,2]dioxasilolane | 867267-09-2

• 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: 2-Isopropenyloxy-4,4,5,5-tetramethyl-2-((Z)-2-methyl-but-2-enyl)-[1,3,2]dioxasilolane
• 英文别名: 4,4,5,5-tetramethyl-2-[(Z)-2-methylbut-2-enyl]-2-prop-1-en-2-yloxy-1,3,2-dioxasilolane
• CAS: 867267-09-2
• 化学式: C₁₄H₂₆O₃Si
• 分子量: 270.444
• InChiKey: PABALPOOXGFHHZ-XFXZXTDPSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.05
• 重原子数：
  18
• 可旋转键数：
  4
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.71
• 拓扑面积：
  27.7
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  2-Isopropenyloxy-4,4,5,5-tetramethyl-2-((Z)-2-methyl-but-2-enyl)-[1,3,2]dioxasilolane 、 环己烷基甲醛 以 甲苯 为溶剂， 反应 90.0h， 生成 1-cyclohexyl-3,4,5-trimethyl-hex-5-ene-1,3-diol 、 (1S,3R,4S)-1-Cyclohexyl-3,4,5-trimethyl-hex-5-ene-1,3-diol
  参考文献：
  名称：

  Tandem Aldol−Allylation and Aldol−Aldol Reactions with Ketone-Derived Enolsilanes:  Highly Diastereoselective Single-Step Synthesis of Complex Tertiary Carbinols

  摘要：

  A new tandem aldol-allylation reaction employing ketone-derived enolates has been developed that leads to the rapid, diastereoselective synthesis of tertiary carbinol containing fragments with relevance to polyketide natural product synthesis. In addition, the use of ketone-derived enolates has led to the development of a new tandem aldol-aldol reaction.

  DOI：

  10.1021/ja053593s
• 作为产物：
  描述：

  (Z)-trichloro(2-methylbut-2-en-1-yl)silane 在 甲基锂 、 1,8-二氮杂双环[5.4.0]十一碳-7-烯 作用下， 以 乙醚 、 二氯甲烷 为溶剂， 反应 17.0h， 生成 2-Isopropenyloxy-4,4,5,5-tetramethyl-2-((Z)-2-methyl-but-2-enyl)-[1,3,2]dioxasilolane
  参考文献：
  名称：

  Tandem Aldol−Allylation and Aldol−Aldol Reactions with Ketone-Derived Enolsilanes:  Highly Diastereoselective Single-Step Synthesis of Complex Tertiary Carbinols

  摘要：

  A new tandem aldol-allylation reaction employing ketone-derived enolates has been developed that leads to the rapid, diastereoselective synthesis of tertiary carbinol containing fragments with relevance to polyketide natural product synthesis. In addition, the use of ketone-derived enolates has led to the development of a new tandem aldol-aldol reaction.

  DOI：

  10.1021/ja053593s

文献信息

• Tandem Aldol−Allylation and Aldol−Aldol Reactions with Ketone-Derived Enolsilanes:  Highly Diastereoselective Single-Step Synthesis of Complex Tertiary Carbinols
  作者：Xiaolun Wang、Qinglin Meng、Nicholas R. Perl、Yue Xu、James L. Leighton

  DOI：10.1021/ja053593s

  日期：2005.9.1

  A new tandem aldol-allylation reaction employing ketone-derived enolates has been developed that leads to the rapid, diastereoselective synthesis of tertiary carbinol containing fragments with relevance to polyketide natural product synthesis. In addition, the use of ketone-derived enolates has led to the development of a new tandem aldol-aldol reaction.