(Z)-5-((tert-butyldimethylsilyl)methylene)-3,4-dimethyldihydrofuran-2(3H)-one | 1342799-17-0

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 氧唑烯
• 英文名称: (Z)-5-((tert-butyldimethylsilyl)methylene)-3,4-dimethyldihydrofuran-2(3H)-one
• 英文别名: (5Z)-5-[[tert-butyl(dimethyl)silyl]methylidene]-3,4-dimethyloxolan-2-one
• CAS: 1342799-17-0
• 化学式: C₁₃H₂₄O₂Si
• 分子量: 240.418
• InChiKey: NEOHAMAQMLQJGI-FLIBITNWSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.75
• 重原子数：
  16
• 可旋转键数：
  2
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.77
• 拓扑面积：
  26.3
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为产物：
  描述：

  1-[tert-butyl(dimethyl)silanyl]but-2-yn-1-ol 在 4-二甲氨基吡啶 、 正丁基锂 、 三甲基氯硅烷 、 tris[triphenylphosphinegold(I)]oxonium tetrafluoroborate 、 盐酸-N-乙基-Nˊ-(3-二甲氨基丙基)碳二亚胺 、 六甲基二硅氮烷 作用下， 以 四氢呋喃 、 正己烷 、 二氯甲烷 为溶剂， 反应 4.0h， 生成 (Z)-5-((tert-butyldimethylsilyl)methylene)-3,4-dimethyldihydrofuran-2(3H)-one
  参考文献：
  名称：

  Au-catalyzed cyclization of allenylsilanes. Regioselective conversion to 2-amino-4-silylmethylene γ-butyrolactone

  摘要：

  The Au(I)-catalyzed cyclization of an allenylglycine, which possessed a silyl group attached to the opposite side of the allenic terminus, occurred at the allenic center to produce the 2-amino-4-silylmethylene-substituted gamma-butyrolactone 2a in a highly regio- and stereoselective manner. The presence of a silyl group at the allenic terminus is crucial for the present 5-endo-dig gamma-butyrolactonization. (C) 2011 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2011.07.144

文献信息

• Au-catalyzed cyclization of allenylsilanes. Regioselective conversion to 2-amino-4-silylmethylene γ-butyrolactone
  作者：Takuya Okada、Kazuhiko Sakaguchi、Tetsuro Shinada、Yasufumi Ohfune

  DOI：10.1016/j.tetlet.2011.07.144

  日期：2011.11

  The Au(I)-catalyzed cyclization of an allenylglycine, which possessed a silyl group attached to the opposite side of the allenic terminus, occurred at the allenic center to produce the 2-amino-4-silylmethylene-substituted gamma-butyrolactone 2a in a highly regio- and stereoselective manner. The presence of a silyl group at the allenic terminus is crucial for the present 5-endo-dig gamma-butyrolactonization. (C) 2011 Elsevier Ltd. All rights reserved.