Trimethyl-(8-methyl-nona-6,7-dien-1-ynyl)-silane | 119639-81-5

• 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: Trimethyl-(8-methyl-nona-6,7-dien-1-ynyl)-silane
• 英文别名: trimethyl(8-methylnona-6,7-dien-1-ynyl)silane
• CAS: 119639-81-5
• 化学式: C₁₃H₂₂Si
• 分子量: 206.403
• InChiKey: FPJQSFQJRMMPFT-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.16
• 重原子数：
  14.0
• 可旋转键数：
  3.0
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.62
• 拓扑面积：
  0.0
• 氢给体数：
  0.0
• 氢受体数：
  0.0

反应信息

• 作为反应物：
  描述：

  Trimethyl-(8-methyl-nona-6,7-dien-1-ynyl)-silane 在 盐酸 、 正丁基锂 、 二氯二茂锆 作用下， 生成 (E)-1-<(Trimethylsilyl)methylene>-2-(2'-methylpropenyl)cyclopentane
  参考文献：
  名称：

  Metal-promoted cyclization. 19. Novel bicyclization of enynes and diynes promoted by zirconocene derivatives and conversion of zirconabicycles into bicyclic enones via carbonylation

  摘要：

  DOI：

  10.1021/ja00191a035
• 作为产物：
  描述：

  5-iodo-1-trimethylsilyl-1-pentyne 、 1-溴-3-甲基丁-1,2-二烯 在 正丁基锂 作用下， 生成 Trimethyl-(8-methyl-nona-6,7-dien-1-ynyl)-silane
  参考文献：
  名称：

  Metal-promoted cyclization. 19. Novel bicyclization of enynes and diynes promoted by zirconocene derivatives and conversion of zirconabicycles into bicyclic enones via carbonylation

  摘要：

  DOI：

  10.1021/ja00191a035

文献信息

• Stereoselective cyclic carbolithiation of alkyne derivatives. A stereoselective synthesis of exocyclic alkenes
  作者：Guangzhong Wu、Fredrick E Cederbaum、Ei-ichi Negishi

  DOI：10.1016/0040-4039(90)87016-s

  日期：1990.1

  (Trimethylsilyl)alkyne derivatives that are lithiated in the δ position via non-radical routes can cyclize in a stereoselective manner (≥96-98%) to give exocyclic alkenes containing five-membered carbocycles in high yields.

  经由非自由基途径在δ位被锂化的（三甲基甲硅烷基）炔烃衍生物可以以立体选择性方式（≥96-98％）环化，从而以高收率得到含五元碳环的环外烯烃。
• An Intramolecular Allenic [2 + 2 + 1] Cycloaddition
  作者：Kay M. Brummond、Honghe Wan、Joseph L. Kent

  DOI：10.1021/jo980548c

  日期：1998.9.1

  A new stereo- and regioselective method for the preparation of alpha-methylene and 4-alkylidene cyclopentenones is described. These substructures were achieved by an intramolecular [2 + 2 + 1] cycloaddition of an allene, alkyne, and carbon monoxide moieties to afford the target compounds stereoselectively and in good yields. In some cases, the target compounds were obtained as mixtures, but it is demonstrated that the formation of either the alpha-methylene or 4-alkylidene cyclopentenone can be controlled by the allene structure or reaction conditions. Monosubstituted allenes afford alpha-methylene cyclopentenones as the only cycloadduct. Disubstitution on the allene alters the course of the allenic [2 + 2 + 1] reaction. 3,3-Disubstituted allenes undergo cycloaddition with the least substituted pi-bond of the allene. This affords the bicyclo[4.3.0]nonane ring system. Cycloaddition of 1,3-disubstituted allenes afford mixtures of several possible cycloadducts. However, it has been shown that good control over the product ratio can be obtained by altering the cycloaddition conditions and that the regiochemistry can be directed depending upon the metal used.
• WU, GUANGZHONG;CEDERBAUM, FREDRICK E.;NEGISHI, EI-ICHI, TETRAHEDRON LETT., 31,(1990) N, C. 493-496
  作者：WU, GUANGZHONG、CEDERBAUM, FREDRICK E.、NEGISHI, EI-ICHI

  DOI：——

  日期：——