3-((E)-2-triethylsilylethenyl)cyclohexanone

• 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: 3-((E)-2-triethylsilylethenyl)cyclohexanone
• 英文别名: (3S)-3-[(E)-2-triethylsilylethenyl]cyclohexan-1-one
• 化学式: C₁₄H₂₆OSi
• 分子量: 238.445
• InChiKey: ZXOAFEIJVVRDLB-OCHBPSSRSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.35
• 重原子数：
  16
• 可旋转键数：
  5
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.79
• 拓扑面积：
  17.1
• 氢给体数：
  0
• 氢受体数：
  1

反应信息

• 作为产物：
  描述：

  2-环己烯-1-酮 、 三乙基矽乙炔 在 [Rh((S)-binap)(MeCN)2]BF₄ 三乙氧基硅烷 、 R-(+)-1,1'-联萘-2,2'-双二苯膦 、 水 作用下， 以 1,4-二氧六环 为溶剂， 反应 23.5h， 以85%的产率得到3-((E)-2-triethylsilylethenyl)cyclohexanone
  参考文献：
  名称：

  Rhodium-catalyzed asymmetric 1,4-addition of alkenylsilanes generated by hydrosilylation of alkynes: a one-pot procedure where a rhodium/(S)-binap complex catalyzes the two successive reactions

  摘要：

  A rhodium complex [Rh((S)-binap)(MeCN)(2)]BF4 (3mol%) catalyzes successively hydrosilylation of 1-alkynes with triethoxysilane and asymmetric 1,4-addition of the resulting alkenylsilanes to cyclic alpha,beta-unsaturated ketones. This one-pot procedure gave high yield of the corresponding 1,4-addition products with over 90% enantioselectivity. (C) 2004 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetasy.2004.07.003

文献信息

• Rhodium-catalyzed asymmetric 1,4-addition of alkenylsilanes generated by hydrosilylation of alkynes: a one-pot procedure where a rhodium/(S)-binap complex catalyzes the two successive reactions
  作者：Yusuke Otomaru、Tamio Hayashi

  DOI：10.1016/j.tetasy.2004.07.003

  日期：2004.9

  A rhodium complex [Rh((S)-binap)(MeCN)(2)]BF4 (3mol%) catalyzes successively hydrosilylation of 1-alkynes with triethoxysilane and asymmetric 1,4-addition of the resulting alkenylsilanes to cyclic alpha,beta-unsaturated ketones. This one-pot procedure gave high yield of the corresponding 1,4-addition products with over 90% enantioselectivity. (C) 2004 Elsevier Ltd. All rights reserved.