9a-Cyclopentyl-5-methyl-2,8-diphenethyl-3,7,8,9a-tetrahydro-2H-1,9-dioxa-9a-sila-benzocycloheptene | 873435-69-9

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: 9a-Cyclopentyl-5-methyl-2,8-diphenethyl-3,7,8,9a-tetrahydro-2H-1,9-dioxa-9a-sila-benzocycloheptene
• 英文别名: 10-Cyclopentyl-5-methyl-2,8-bis(2-phenylethyl)-2,3,7,8-tetrahydrooxasilino[2,3-b]oxasilepine；10-cyclopentyl-5-methyl-2,8-bis(2-phenylethyl)-2,3,7,8-tetrahydrooxasilino[2,3-b]oxasilepine
• CAS: 873435-69-9
• 化学式: C₃₀H₃₈O₂Si
• 分子量: 458.716
• InChiKey: DYRMASBOMZYLPQ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  7.63
• 重原子数：
  33
• 可旋转键数：
  7
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.47
• 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：

  9a-Cyclopentyl-5-methyl-2,8-diphenethyl-3,7,8,9a-tetrahydro-2H-1,9-dioxa-9a-sila-benzocycloheptene 在 四丁基氟化铵 作用下， 以 四氢呋喃 为溶剂， 以65%的产率得到(5Z,7E)-6-Methyl-1,12-diphenyl-dodeca-5,7-diene-3,10-diol
  参考文献：
  名称：

  Tandem dienyne ring-closing metathesis of alkynyl silaketals for the formation of bicyclic siloxanes

  摘要：

  The tandem dienyne ring-closing metathesis of alkynyl silaketals containing two tethered olefins was achieved with second generation Grubbs NHC-ruthenium carbene complex to provide bicyclic siloxanes in good to excellent yield. Silaketals synthesized from homoallylic or bishomoallylic alcohols via base-catalyzed alcoholysis of trialkynylsilanes were well tolerated in the metathesis process and generated ring systems of various sizes. Removal of the silicon tether was achieved through protodesilylation with fluoride to afford stereochemically defined (1E,3Z)-dienes. (c) 2005 Elsevier B.V. All rights preserved.

  DOI：

  10.1016/j.jorganchem.2005.04.037
• 作为产物：
  描述：

  1-苯基-5-己烯-3-醇 在 RuCl2(1,3-dimesityl-imidazolidin-2-yl)(PCy3)(=CHPh) sodium hydride 作用下， 以 正己烷 、 二氯甲烷 为溶剂， 生成 9a-Cyclopentyl-5-methyl-2,8-diphenethyl-3,7,8,9a-tetrahydro-2H-1,9-dioxa-9a-sila-benzocycloheptene
  参考文献：
  名称：

  Tandem dienyne ring-closing metathesis of alkynyl silaketals for the formation of bicyclic siloxanes

  摘要：

  The tandem dienyne ring-closing metathesis of alkynyl silaketals containing two tethered olefins was achieved with second generation Grubbs NHC-ruthenium carbene complex to provide bicyclic siloxanes in good to excellent yield. Silaketals synthesized from homoallylic or bishomoallylic alcohols via base-catalyzed alcoholysis of trialkynylsilanes were well tolerated in the metathesis process and generated ring systems of various sizes. Removal of the silicon tether was achieved through protodesilylation with fluoride to afford stereochemically defined (1E,3Z)-dienes. (c) 2005 Elsevier B.V. All rights preserved.

  DOI：

  10.1016/j.jorganchem.2005.04.037

文献信息

• Tandem dienyne ring-closing metathesis of alkynyl silaketals for the formation of bicyclic siloxanes
  作者：Jonathan B. Grimm、Ryan D. Otte、Daesung Lee

  DOI：10.1016/j.jorganchem.2005.04.037

  日期：2005.12

  The tandem dienyne ring-closing metathesis of alkynyl silaketals containing two tethered olefins was achieved with second generation Grubbs NHC-ruthenium carbene complex to provide bicyclic siloxanes in good to excellent yield. Silaketals synthesized from homoallylic or bishomoallylic alcohols via base-catalyzed alcoholysis of trialkynylsilanes were well tolerated in the metathesis process and generated ring systems of various sizes. Removal of the silicon tether was achieved through protodesilylation with fluoride to afford stereochemically defined (1E,3Z)-dienes. (c) 2005 Elsevier B.V. All rights preserved.