tert-Butyl-dimethyl-[1-(2-propyl-[1,3]dithiolan-2-yl)-vinyloxy]-silane | 1025888-55-4

• 分子结构分类: 有机化合物 - 有机硫化合物 - 硫代缩醛
• 英文名称: tert-Butyl-dimethyl-[1-(2-propyl-[1,3]dithiolan-2-yl)-vinyloxy]-silane
• 英文别名: Tert-butyl-dimethyl-[1-(2-propyl-1,3-dithiolan-2-yl)ethenoxy]silane
• CAS: 1025888-55-4
• 化学式: C₁₄H₂₈OS₂Si
• 分子量: 304.593
• InChiKey: PZUOHOOBWNQTHT-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.5
• 重原子数：
  18
• 可旋转键数：
  6
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.86
• 拓扑面积：
  59.8
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  tert-Butyl-dimethyl-[1-(2-propyl-[1,3]dithiolan-2-yl)-vinyloxy]-silane 在 titanium(IV) isopropylate 、 叔丁基过氧化氢 、 L-(+)-酒石酸二乙酯 、 四丁基氟化铵 作用下， 以 水 为溶剂， 反应 72.0h， 生成 1-((1R,2R)-1-Oxo-2-propyl-1λ⁴-[1,3]dithiolan-2-yl)-ethanone
  参考文献：
  名称：

  Enhanced diastereo and enantioselectivity in the formation of acyldithiolane sulphoxides by the asymmetric oxidation of their enolsilyl ethers

  摘要：

  The sulphoxidation of the enol ethers of some acyldithiolanes using the Sharpless epoxidation reagents followed by fluorolysis results in better overall stereoselectivity than direct oxidation of the acyldithiolane thus providing a highly stereoselective route to acyldithiolane sulphoxides. Fluorolysis under acid conditions of non terminal enol ethers results in complete racemisation of the product. (C) 1997 Published by Elsevier Science Ltd.

  DOI：

  10.1016/s0040-4039(97)01101-5
• 作为产物：
  描述：

  叔丁基二甲硅基三氟甲磺酸酯 、 1-(2-Propyl-[1,3]dithiolan-2-yl)-ethanone 在 三乙胺 作用下， 生成 tert-Butyl-dimethyl-[1-(2-propyl-[1,3]dithiolan-2-yl)-vinyloxy]-silane
  参考文献：
  名称：

  Enhanced diastereo and enantioselectivity in the formation of acyldithiolane sulphoxides by the asymmetric oxidation of their enolsilyl ethers

  摘要：

  The sulphoxidation of the enol ethers of some acyldithiolanes using the Sharpless epoxidation reagents followed by fluorolysis results in better overall stereoselectivity than direct oxidation of the acyldithiolane thus providing a highly stereoselective route to acyldithiolane sulphoxides. Fluorolysis under acid conditions of non terminal enol ethers results in complete racemisation of the product. (C) 1997 Published by Elsevier Science Ltd.

  DOI：

  10.1016/s0040-4039(97)01101-5

文献信息

• Enhanced diastereo and enantioselectivity in the formation of acyldithiolane sulphoxides by the asymmetric oxidation of their enolsilyl ethers
  作者：M.Teresa Barros、Alcino J. Leitão、Christopher D. Maycock

  DOI：10.1016/s0040-4039(97)01101-5

  日期：1997.7

  The sulphoxidation of the enol ethers of some acyldithiolanes using the Sharpless epoxidation reagents followed by fluorolysis results in better overall stereoselectivity than direct oxidation of the acyldithiolane thus providing a highly stereoselective route to acyldithiolane sulphoxides. Fluorolysis under acid conditions of non terminal enol ethers results in complete racemisation of the product. (C) 1997 Published by Elsevier Science Ltd.