Trichloro(2-pentenyl)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: Trichloro(2-pentenyl)silane
• 英文别名: trichloro-[(E)-pent-2-enyl]silane
• 化学式: C₅H₉Cl₃Si
• 分子量: 203.571
• InChiKey: KAYBPDWCXSAMOC-ONEGZZNKSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.61
• 重原子数：
  9
• 可旋转键数：
  2
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.6
• 拓扑面积：
  0
• 氢给体数：
  0
• 氢受体数：
  0

反应信息

• 作为反应物：
  描述：

  Trichloro(2-pentenyl)silane 、 甲基碘化镁 以 乙醚 为溶剂， 以59%的产率得到三甲基[(E)-2-戊烯基]硅烷
  参考文献：
  名称：

  Asymmetric, anti-Selective Scandium-Catalyzed Sakurai Additions to Glyoxyamide. Applications to the Syntheses of N-Boc d-Alloisoleucine and d-Isoleucine

  摘要：

  An enantio- and diastereoselective Sakurai-Hosomi reaction, catalyzed by chiral scandium pyridyl-bis(oxazoline) (pybox) complexes, has been developed. Both alkyl- and aryl-substituted allylsilanes are effective coupling partners with N-phenylglyoxamide. Applications of this reaction to the asymmetric syntheses of N-BOC D-alloisoleucine and D-isoleucine are described.

  DOI：

  10.1021/ol0604771
• 作为产物：
  描述：

  (E)-1-chloropent-2-ene 在 三氯硅烷 、 copper(l) chloride 作用下， 以 乙醚 为溶剂， 生成 Trichloro(2-pentenyl)silane
  参考文献：
  名称：

  Asymmetric, anti-Selective Scandium-Catalyzed Sakurai Additions to Glyoxyamide. Applications to the Syntheses of N-Boc d-Alloisoleucine and d-Isoleucine

  摘要：

  An enantio- and diastereoselective Sakurai-Hosomi reaction, catalyzed by chiral scandium pyridyl-bis(oxazoline) (pybox) complexes, has been developed. Both alkyl- and aryl-substituted allylsilanes are effective coupling partners with N-phenylglyoxamide. Applications of this reaction to the asymmetric syntheses of N-BOC D-alloisoleucine and D-isoleucine are described.

  DOI：

  10.1021/ol0604771

文献信息

• Chiral sulfoxides as activators of allyl trichlorosilanes in the stereoselective allylation of aldehydes
  作者：Vincenzo De Sio、Antonio Massa、Arrigo Scettri

  DOI：10.1039/c002988b

  日期：——

  Chiral aryl methyl sulfoxides proved to be efficient activators in the asymmetric allylation of aldehydes with allyl trichlorosilanes. High enantioselectivity was found in the case of electron-poor aldehydes. The high levels of diastereoselectivity and the detection of nonlinear effects have allowed the elucidation of some mechanistic aspects of the reaction.

  手性芳基甲基亚砜在不对称烯丙基化醛与烯丙基三氯硅烷反应中被证明是有效的催化剂。对于电子贫穷的醛，发现了高的对映选择性。高水平的差向选择性及非线性效应的检测使得反应的一些机理方面得以阐明。
• BERGLUND M.; ANDERSSON C.; LARSSON R., J. ORGANOMET. CHEM., 314,(1986) N 1-2, 61-73
  作者：BERGLUND M.、 ANDERSSON C.、 LARSSON R.

  DOI：——

  日期：——
• Asymmetric, <i>anti</i>-Selective Scandium-Catalyzed Sakurai Additions to Glyoxyamide. Applications to the Syntheses of <i>N</i>-Boc <scp>d</scp>-Alloisoleucine and <scp>d</scp>-Isoleucine
  作者：David A. Evans、Yimon Aye、Jimmy Wu

  DOI：10.1021/ol0604771

  日期：2006.5.1

  An enantio- and diastereoselective Sakurai-Hosomi reaction, catalyzed by chiral scandium pyridyl-bis(oxazoline) (pybox) complexes, has been developed. Both alkyl- and aryl-substituted allylsilanes are effective coupling partners with N-phenylglyoxamide. Applications of this reaction to the asymmetric syntheses of N-BOC D-alloisoleucine and D-isoleucine are described.