((2R,6R)-1,7-dioxaspiro[5.5]undecan-2-ylmethoxy)(tert-butyl)diphenylsilane | 1093662-94-2

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: ((2R,6R)-1,7-dioxaspiro[5.5]undecan-2-ylmethoxy)(tert-butyl)diphenylsilane
• 英文别名: tert-butyl-[[(2R,6R)-1,7-dioxaspiro[5.5]undecan-2-yl]methoxy]-diphenylsilane
• CAS: 1093662-94-2
• 化学式: C₂₆H₃₆O₃Si
• 分子量: 424.656
• InChiKey: PUOSNPQERSGCIH-ATIYNZHBSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.03
• 重原子数：
  30
• 可旋转键数：
  6
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.54
• 拓扑面积：
  27.7
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  ((2R,6S)-1,7-dioxaspiro[5.5]undec-10-en-2-ylmethoxy)(tert-butyl)diphenylsilane 在 palladium 10% on activated carbon 、 氢气 作用下， 以 乙酸乙酯 为溶剂， 20.0 ℃ 、101.33 kPa 条件下， 反应 3.0h， 以97%的产率得到((2R,6R)-1,7-dioxaspiro[5.5]undecan-2-ylmethoxy)(tert-butyl)diphenylsilane
  参考文献：
  名称：

  Au-Catalyzed Cyclization of Monopropargylic Triols: An Expedient Synthesis of Monounsaturated Spiroketals

  摘要：

  The gold-catalyzed cyclization of monopropargylic triols to form olefin-containing spiroketals is reported. The reactions are rapid and high yielding when 2 mol % of the catalyst generated in situ from Au[P(t-BU)(2)(o-biphenyI)]Cl and AgOTf is employed in THF at 0 degrees C. A range of differentially substituted triols leading to substituted 5- and 6-membered ring spiroketals were prepared and function well in the reaction.

  DOI：

  10.1021/ol802491m

文献信息

• Au-Catalyzed Cyclization of Monopropargylic Triols: An Expedient Synthesis of Monounsaturated Spiroketals
  作者：Aaron Aponick、Chuan-Ying Li、Jean A. Palmes

  DOI：10.1021/ol802491m

  日期：2009.1.1

  The gold-catalyzed cyclization of monopropargylic triols to form olefin-containing spiroketals is reported. The reactions are rapid and high yielding when 2 mol % of the catalyst generated in situ from Au[P(t-BU)(2)(o-biphenyI)]Cl and AgOTf is employed in THF at 0 degrees C. A range of differentially substituted triols leading to substituted 5- and 6-membered ring spiroketals were prepared and function well in the reaction.