(3-Methoxy-6,6-dimethylcyclohexa-1,3-dien-1-yl)oxy-trimethylsilane | 325744-79-4

• 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-Methoxy-6,6-dimethylcyclohexa-1,3-dien-1-yl)oxy-trimethylsilane
• CAS: 325744-79-4
• 化学式: C₁₂H₂₂O₂Si
• 分子量: 226.391
• InChiKey: HRIYZBVTDNVCMF-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.68
• 重原子数：
  15
• 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：
  18.5
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  (3-Methoxy-6,6-dimethylcyclohexa-1,3-dien-1-yl)oxy-trimethylsilane 在 吡啶 、 咪唑 、 4-二甲氨基吡啶 、 manganese(IV) oxide 、 sodium hydroxide 、 zinc(II) tetrahydroborate 、 sodium hydrogen telluride 、 sodium hexamethyldisilazane 、 sodium hydride 、 二异丁基氢化铝 、 三乙胺 、 间氯过氧苯甲酸 、 三甲氧基磷 作用下， 以 四氢呋喃 、 phosphate buffer 、 乙醇 、 二氯甲烷 、 N,N-二甲基甲酰胺 、 丙酮 、 甲苯 为溶剂， 生成 (9R,9aS)-9-(tert-Butyl-diphenyl-silanyloxy)-5,9a-dihydroxy-7-methoxy-3,3a,9,9a-tetrahydro-1H-naphtho[2,3-c]furan-4-one
  参考文献：
  名称：

  Stereoselective total syntheses of (±)-arthrinone and related natural compounds

  摘要：

  The first total syntheses of (+/-)-arthrinone, (+/-)-1-dehydroxyarthrinone, and (+/-)-3a,9a-deoxy-3a-hydroxy-1-dehydroxyarthrinone, antifungal metabolites from the coprophilous fungus Cercophora sordarioides, were accomplished in a stereoselective manner. The ring systems of these metabolites, which were rare among natural products, were efficiently and diastereoselectiveiy assembled using the [2,3]Wittig rearrangement and Diels-Alder reaction as the key steps. (C) 2000 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4039(00)01786-x
• 作为产物：
  描述：

  三甲基氯硅烷 、 3-methoxy-6,6-dimethylcyclohex-2-enone 在 lithium diisopropyl amide 作用下， 以 四氢呋喃 为溶剂， 以83%的产率得到(3-Methoxy-6,6-dimethylcyclohexa-1,3-dien-1-yl)oxy-trimethylsilane
  参考文献：
  名称：

  Stereoselective total syntheses of (±)-arthrinone and related natural compounds

  摘要：

  The first total syntheses of (+/-)-arthrinone, (+/-)-1-dehydroxyarthrinone, and (+/-)-3a,9a-deoxy-3a-hydroxy-1-dehydroxyarthrinone, antifungal metabolites from the coprophilous fungus Cercophora sordarioides, were accomplished in a stereoselective manner. The ring systems of these metabolites, which were rare among natural products, were efficiently and diastereoselectiveiy assembled using the [2,3]Wittig rearrangement and Diels-Alder reaction as the key steps. (C) 2000 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4039(00)01786-x

文献信息

• Stereoselective total syntheses of (±)-arthrinone and related natural compounds
  作者：Masahiko Uchiyama、Yoshiyuki Kimura、Akihiro Ohta

  DOI：10.1016/s0040-4039(00)01786-x

  日期：2000.12

  The first total syntheses of (+/-)-arthrinone, (+/-)-1-dehydroxyarthrinone, and (+/-)-3a,9a-deoxy-3a-hydroxy-1-dehydroxyarthrinone, antifungal metabolites from the coprophilous fungus Cercophora sordarioides, were accomplished in a stereoselective manner. The ring systems of these metabolites, which were rare among natural products, were efficiently and diastereoselectiveiy assembled using the [2,3]Wittig rearrangement and Diels-Alder reaction as the key steps. (C) 2000 Elsevier Science Ltd. All rights reserved.