ditert-butyl-[(1R,5R)-2-methyl-5-propan-2-ylcyclohex-2-en-1-yl]-phenylmethoxysilane | 958264-89-6

• 分子结构分类: 有机化合物 - 脂质和类脂质分子 - 异戊烯醇脂质
• 英文名称: ditert-butyl-[(1R,5R)-2-methyl-5-propan-2-ylcyclohex-2-en-1-yl]-phenylmethoxysilane
• CAS: 958264-89-6
• 化学式: C₂₅H₄₂OSi
• 分子量: 386.693
• InChiKey: GLVXVPFPQZGDNB-DHIUTWEWSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  8.13
• 重原子数：
  27
• 可旋转键数：
  7
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.68
• 拓扑面积：
  9.2
• 氢给体数：
  0
• 氢受体数：
  1

反应信息

• 作为产物：
  描述：

  [(1R,5R)-2-methyl-5-propan-2-ylcyclohex-2-en-1-yl]oxymethylbenzene 、 7,7-di-tert-butyl-7-silabicyclo[4.1.0]heptane 在 (CuOTf)2*PhMe 作用下， 以 甲苯 为溶剂， 生成 ditert-butyl-[(1R,5R)-2-methyl-5-propan-2-ylcyclohex-2-en-1-yl]-phenylmethoxysilane 、 ditert-butyl-[(1S,5S)-2-methyl-5-propan-2-ylcyclohex-2-en-1-yl]-phenylmethoxysilane
  参考文献：
  名称：

  Silylene oxonium ylides: di-tert-butylsilylene insertion into C–O bonds

  摘要：

  Allylic ethers undergo insertions of silylenes into C-O bonds to form allylic silanes. Silylene insertion into C-O acetal bonds was also observed. Formation of silylene ylide intermediates led to [ 1,2]-Stevens rearrangement products as well as [2,3]-sigmatropic products depending upon the steric environment of the starting allylic ether. (C) 2009 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2009.04.016

文献信息

• Silylene oxonium ylides: di-tert-butylsilylene insertion into C–O bonds
  作者：Laura E. Bourque、Pamela A. Haile、Janice M.N. Loy、K.A. Woerpel

  DOI：10.1016/j.tet.2009.04.016

  日期：2009.7

  Allylic ethers undergo insertions of silylenes into C-O bonds to form allylic silanes. Silylene insertion into C-O acetal bonds was also observed. Formation of silylene ylide intermediates led to [ 1,2]-Stevens rearrangement products as well as [2,3]-sigmatropic products depending upon the steric environment of the starting allylic ether. (C) 2009 Elsevier Ltd. All rights reserved.