[(2-Chloro-1-ethoxyethenyl)oxy](trimethyl)silane | 138851-85-1

• 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-Chloro-1-ethoxyethenyl)oxy](trimethyl)silane
• 英文别名: (2-chloro-1-ethoxyethenoxy)-trimethylsilane
• CAS: 138851-85-1
• 化学式: C₇H₁₅ClO₂Si
• 分子量: 194.733
• InChiKey: QLBHACWHCABVBY-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.91
• 重原子数：
  11
• 可旋转键数：
  4
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.71
• 拓扑面积：
  18.5
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  [(2-Chloro-1-ethoxyethenyl)oxy](trimethyl)silane 、 (R)-(+)-2,2-二甲基-1,3-二氧戊环-4-甲醛 在 (-)-triseuropium(III) ((-)-Eu(dppm)3) 作用下， 以 二氯甲烷 为溶剂， 以100%的产率得到(R)-2-Chloro-3-((R)-2,2-dimethyl-[1,3]dioxolan-4-yl)-3-trimethylsilanyloxy-propionic acid ethyl ester
  参考文献：
  名称：

  Lanthanide(III) catalyzed aldol reactions of glyceraldehyde acetonide with ketene silyl acetals: Catalytic asymmetric route to monosaccharides

  摘要：

  The Pr-, Eu- and Ho(dppm)3 catalyzed aldol reactions of glyceraldehyde acetonide with ketene silyl acetals are described, where remarkably high anti-diastereofacial selection is achieved. Thus, the asymmetrc synthesis of 2-deoxy-D-ribonolactone and formal synthesis of 2-amino-2-deoxy-D-pentose by the lanthanide(III) catalyzed aldol reaction with ketene silyl acetals of acetate and alpha-chloroacetate, respectively are described.

  DOI：

  10.1016/s0957-4166(00)86145-5

文献信息

• Synthesis of methano[60]fullerene derivatives: the fluoride ion-mediated reaction of [60]fullerene with silylated nucleophiles
  作者：Tetsuo Hino、Kazushi Kinbara、Kazuhiko Saigo

  DOI：10.1016/s0040-4039(01)00943-1

  日期：2001.7

  A new reaction of [60]fullerene with silylated nucleophiles is described. The cyclopropanation of [60]fullerene with silylated nucleophiles, such as silyl ketene acetals, silyl ketene thioacetals, and silyl enol ethers, derived from α-halo carbonyl compounds, smoothly proceeded in the presence of KF/18-crown-6 to give the corresponding methano[60]fullerene derivatives in moderate to good yields.

  描述了[60]富勒烯与甲硅烷基化亲核试剂的新反应。[60]富勒烯与甲硅烷基酮缩醛，甲硅烷基酮烯缩醛缩醛和甲硅烷基烯醇醚的甲硅烷基化的亲核试剂在KF / 18-crown-6存在下顺利进行环丙烷化反应，得到相应的甲醇[60]富勒烯衍生物，产率中等至良好。
• Lanthanide(III) catalyzed aldol reactions of glyceraldehyde acetonide with ketene silyl acetals: Catalytic asymmetric route to monosaccharides
  作者：Koichi Mikam、Masahiro Terada、Takeshi Nakai

  DOI：10.1016/s0957-4166(00)86145-5

  日期：——

  The Pr-, Eu- and Ho(dppm)3 catalyzed aldol reactions of glyceraldehyde acetonide with ketene silyl acetals are described, where remarkably high anti-diastereofacial selection is achieved. Thus, the asymmetrc synthesis of 2-deoxy-D-ribonolactone and formal synthesis of 2-amino-2-deoxy-D-pentose by the lanthanide(III) catalyzed aldol reaction with ketene silyl acetals of acetate and alpha-chloroacetate, respectively are described.