cis,trans-4,6-Diethyl-2,2-diisopropyl-5-methyl-1,3-dioxa-2-silacyclohexane | 136151-83-2

• 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: cis,trans-4,6-Diethyl-2,2-diisopropyl-5-methyl-1,3-dioxa-2-silacyclohexane
• 英文别名: (4R,6R)-4,6-diethyl-5-methyl-2,2-di(propan-2-yl)-1,3,2-dioxasilinane
• CAS: 136151-83-2；136233-45-9；136233-46-0
• 化学式: C₁₄H₃₀O₂Si
• 分子量: 258.476
• InChiKey: IEZJRGPJHLBZJM-ZIAGYGMSSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.49
• 重原子数：
  17.0
• 可旋转键数：
  4.0
• 环数：
  1.0
• sp3杂化的碳原子比例：
  1.0
• 拓扑面积：
  18.46
• 氢给体数：
  0.0
• 氢受体数：
  2.0

反应信息

• 作为反应物：
  描述：

  cis,trans-4,6-Diethyl-2,2-diisopropyl-5-methyl-1,3-dioxa-2-silacyclohexane 在 氢氟酸 作用下， 以 乙腈 为溶剂， 反应 2.0h， 生成 (3R*,5R*)-4-methylheptane-3,5-diol
  参考文献：
  名称：

  1,3-versus 1,2-Asymmetric induction in the reduction of β-hydroxy ketones by intramolecular hydrosilylation

  摘要：

  The role of 1,2-asymmetric induction has been investigated in the 1,3-anti-selective reduction of beta-hydroxy ketones via intramolecular hydrosilylation. For the alpha-methyl beta-hydroxy ketones 2a, 3a, the effect of the alpha-substituent is negligible except that it appears to reinforce 1,3-asymmetric induction. For the alpha-ethyl beta-hydroxy ketones 2b, 3b, 1,3-asymmetric induction is dominant but not overwhelming. The super-acid TfOH2+ B(OTf)4- has been used as a catalyst for the hydrosilylation giving, in one case, an improved result when compared with previous methodology.

  DOI：

  10.1039/p19910001383
• 作为产物：
  描述：

  3-戊酮 在 4-二甲氨基吡啶 、 trifluoromethanesulphonylhydroxonium tetrakis(trifluoromethanesulphonyl)boronate 、 三乙胺 、 lithium diisopropyl amide 作用下， 以 四氢呋喃 、 正己烷 、 二氯甲烷 为溶剂， 反应 2.33h， 生成 cis,trans-4,6-Diethyl-2,2-diisopropyl-5-methyl-1,3-dioxa-2-silacyclohexane
  参考文献：
  名称：

  1,3-versus 1,2-Asymmetric induction in the reduction of β-hydroxy ketones by intramolecular hydrosilylation

  摘要：

  The role of 1,2-asymmetric induction has been investigated in the 1,3-anti-selective reduction of beta-hydroxy ketones via intramolecular hydrosilylation. For the alpha-methyl beta-hydroxy ketones 2a, 3a, the effect of the alpha-substituent is negligible except that it appears to reinforce 1,3-asymmetric induction. For the alpha-ethyl beta-hydroxy ketones 2b, 3b, 1,3-asymmetric induction is dominant but not overwhelming. The super-acid TfOH2+ B(OTf)4- has been used as a catalyst for the hydrosilylation giving, in one case, an improved result when compared with previous methodology.

  DOI：

  10.1039/p19910001383