trimethyl[1-(2-methyl-1-cyclohexen-1-yl)ethenyloxy]silane | 65311-21-9

• 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: trimethyl[1-(2-methyl-1-cyclohexen-1-yl)ethenyloxy]silane
• 英文别名: Trimethyl{[1-(2-methylcyclohex-1-en-1-yl)ethenyl]oxy}silane；trimethyl-[1-(2-methylcyclohexen-1-yl)ethenoxy]silane
• CAS: 65311-21-9
• 化学式: C₁₂H₂₂OSi
• 分子量: 210.392
• InChiKey: AHWBELBHJFYLDL-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.24
• 重原子数：
  14
• 可旋转键数：
  3
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.67
• 拓扑面积：
  9.2
• 氢给体数：
  0
• 氢受体数：
  1

反应信息

• 作为反应物：
  描述：

  trimethyl[1-(2-methyl-1-cyclohexen-1-yl)ethenyloxy]silane 在 四氯化钛 、 三乙胺 作用下， 以 甲醇 、 二氯甲烷 为溶剂， 反应 1.0h， 生成 (2α,4aα,8aβ)-2,3,4a,5,6,7,8,8a-octahydro-8a-methyl-1,2-diphenyl-4(1H)-quinolinone
  参考文献：
  名称：

  A novel hetero-Diels-Alder approach towards perhydro quinolinones bearing an angular methyl group

  摘要：

  The title compounds 9-11 were synthesized by a hetero Diels-Alder reaction using the sterically demanding diene 2 as a new building block. The effect of commonly used Lewis acids and the substitution pattern of various imines 5 on both the mechanism and the diastereoselectivity of the reaction with the diene is discussed and compared with data obtained by ab initio calculations. (C) 1997 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4020(97)10339-8
• 作为产物：
  描述：

  1-(2-methyl-cyclohex-2-enyl)-ethanone 在 正丁基锂 、 对甲苯磺酸 、 二异丙胺 作用下， 以 四氢呋喃 、 正己烷 、 苯 为溶剂， 反应 18.33h， 生成 trimethyl[1-(2-methyl-1-cyclohexen-1-yl)ethenyloxy]silane
  参考文献：
  名称：

  A novel hetero-Diels-Alder approach towards perhydro quinolinones bearing an angular methyl group

  摘要：

  The title compounds 9-11 were synthesized by a hetero Diels-Alder reaction using the sterically demanding diene 2 as a new building block. The effect of commonly used Lewis acids and the substitution pattern of various imines 5 on both the mechanism and the diastereoselectivity of the reaction with the diene is discussed and compared with data obtained by ab initio calculations. (C) 1997 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4020(97)10339-8

文献信息

• Synthesis of Perhydroquinolinones Bearing an Angular Methyl Group<i>via</i>Lewis Acid Catalyzed Hetero-Diels-Alder Cyclization
  作者：Peter Stanetty、Marko D. Mihovilovic

  DOI：10.1246/cl.1997.849

  日期：1997.9

  The first results utilizing the sterically demanding diene 1 in hetero Diels-Alder reactions are reported. The effect of commonly used Lewis acids and the substitution pattern of various imines on the mechanism of the reaction with the diene 1 is discussed.

  本研究首次报道了在杂化 Diels-Alder 反应中利用立体要求较高的二烯 1 的结果。讨论了常用路易斯酸和各种亚胺的取代模式对与二烯 1 反应机理的影响。
• m-Chloroperbenzoic acid oxidation of 2-trimethylsilyloxy-1,3-dienes. Synthesis of .alpha.-hydroxy and .alpha.-acetoxy enones
  作者：G. M. Rubottom、J. M. Gruber

  DOI：10.1021/jo00402a030

  日期：1978.4
• RUBOTTOM G. M.; GRUBER J. M., J. ORG. CHEM., 1978, 43, NO 8, 1599-1602
  作者：RUBOTTOM G. M.、 GRUBER J. M.

  DOI：——

  日期：——
• A novel hetero-Diels-Alder approach towards perhydro quinolinones bearing an angular methyl group
  作者：Peter Stanetty、Marko D Mihovilovic、Kurt Mereiter、Horst Völlenkle、Franz Renz

  DOI：10.1016/s0040-4020(97)10339-8

  日期：1998.1

  The title compounds 9-11 were synthesized by a hetero Diels-Alder reaction using the sterically demanding diene 2 as a new building block. The effect of commonly used Lewis acids and the substitution pattern of various imines 5 on both the mechanism and the diastereoselectivity of the reaction with the diene is discussed and compared with data obtained by ab initio calculations. (C) 1997 Elsevier Science Ltd. All rights reserved.