tert-butyldimethyl(nona-1,8-dien-5-yloxy)silane

• 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: tert-butyldimethyl(nona-1,8-dien-5-yloxy)silane
• 英文别名: 5-(tert-butyldimethylsiloxy)nona-1,8-diene；Tert-butyl-dimethyl-nona-1,8-dien-5-yloxysilane；tert-butyl-dimethyl-nona-1,8-dien-5-yloxysilane
• 化学式: C₁₅H₃₀OSi
• 分子量: 254.488
• InChiKey: WSJZKJXIWDSEBZ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.31
• 重原子数：
  17
• 可旋转键数：
  9
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.73
• 拓扑面积：
  9.2
• 氢给体数：
  0
• 氢受体数：
  1

反应信息

• 作为反应物：
  描述：

  tert-butyldimethyl(nona-1,8-dien-5-yloxy)silane 在 四丁基氟化铵 、 二(3-甲基丁烷-2-基)硼烷 作用下， 以 四氢呋喃 为溶剂， 生成 壬烷-1,5,9-三醇
  参考文献：
  名称：

  Synthesis of Glycerol Homologues

  摘要：

  A series of monoprotected glycerol homologues and triols were prepared in high overall yields (>90%) via the hydroboration-oxidation of the corresponding dienols. Hydroboration with disiamylborane and concomitant alkaline oxidation (NaOH, H2O2) was found to be a mild, high-yielding, and highly efficient method for the construction of a variety of glycerol homologues.

  DOI：

  10.1055/s-0033-1339185
• 作为产物：
  描述：

  叔丁基三甲基氯硅烷 、 壬-1,8-二烯-5-醇 在 咪唑 作用下， 以 二氯甲烷 为溶剂， 反应 0.25h， 以98%的产率得到tert-butyldimethyl(nona-1,8-dien-5-yloxy)silane
  参考文献：
  名称：

  Synthesis of Glycerol Homologues

  摘要：

  A series of monoprotected glycerol homologues and triols were prepared in high overall yields (>90%) via the hydroboration-oxidation of the corresponding dienols. Hydroboration with disiamylborane and concomitant alkaline oxidation (NaOH, H2O2) was found to be a mild, high-yielding, and highly efficient method for the construction of a variety of glycerol homologues.

  DOI：

  10.1055/s-0033-1339185

文献信息

• Two-directional cross-metathesis
  作者：Annabella F. Newton、Stephen J. Roe、Jean-Christophe Legeay、Pooja Aggarwal、Camille Gignoux、Nicola J. Birch、Robert Nixon、Marie-Lyne Alcaraz、Robert A. Stockman

  DOI：10.1039/b907720k

  日期：——

  Two-directional cross-metathesis of a range of α,ω dienes with a variety of electron deficient alkenes has been accomplished. It was found that the process is quite general and gives complete selectivity for the E,E-dienes, making this a very useful and high yielding protocol for two-directional chain elongation.

  已成功实现一系列α,ω二烯与多种电子缺乏烯烃的双向交叉复分解反应。研究发现，该过程具有较强的普遍性，并对E,E-二烯表现出完全选择性，使其成为一种非常有用且高产的双向链延伸方法。
• A new approach to hydroazulenes via olefin metathesis
  作者：Heiko Junga、Siegfried Blechert

  DOI：10.1016/s0040-4039(00)79212-4

  日期：1993.6

  Several functionalized diolefins cyclize to hydroazulenes (among others) via olefin metathesis with CH3ReO3. These conversions are regioselective and occur with high diastereoselectivity.

  几种官能化的二烯烃通过与CH 3 ReO 3的烯烃复分解环化成氢hydro嗪（以及其他）。这些转化是区域选择性的，并且以非对映高选择性发生。
• Syntheses of arabinose-derived pyrrolidine catalysts and their applications in intramolecular Diels–Alder reactions
  作者：Tony K. M. Shing、Kwun W. Wu、Ho T. Wu、Qicai Xiao

  DOI：10.1039/c4ob02219j

  日期：——

  Six hydroxylated pyrrolidine catalysts were synthesized from d-arabinose and applied to asymmetric intramolecular Diels–Alder reactions with concomitant desymmetrization.

  六种羟基化吡咯啉催化剂是由D-阿拉伯糖合成的，并应用于伴随着非对称内环迪尔斯-阿尔德反应的非对称去对称化反应。
• Synthesis of Glycerol Homologues
  作者：Mark Trudell、Kiran Thota

  DOI：10.1055/s-0033-1339185

  日期：——

  A series of monoprotected glycerol homologues and triols were prepared in high overall yields (>90%) via the hydroboration-oxidation of the corresponding dienols. Hydroboration with disiamylborane and concomitant alkaline oxidation (NaOH, H2O2) was found to be a mild, high-yielding, and highly efficient method for the construction of a variety of glycerol homologues.