(4-Tert-butyl-1-bicyclo[4.1.0]heptanyl)oxy-trimethylsilane | 59454-26-1

• 分子结构分类: 有机化合物 - 脂质和类脂质分子 - 异戊烯醇脂质
• 英文名称: (4-Tert-butyl-1-bicyclo[4.1.0]heptanyl)oxy-trimethylsilane
• CAS: 59454-26-1
• 化学式: C₁₄H₂₈OSi
• 分子量: 240.461
• InChiKey: AXINXMCVNYTFNH-UHFFFAOYSA-N

物化性质

• 沸点：
  120-123 °C(Press: 17 Torr)
• 密度：
  0.90±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  4.44
• 重原子数：
  16
• 可旋转键数：
  3
• 环数：
  2.0
• sp3杂化的碳原子比例：
  1.0
• 拓扑面积：
  9.2
• 氢给体数：
  0
• 氢受体数：
  1

反应信息

• 作为反应物：
  描述：

  (4-Tert-butyl-1-bicyclo[4.1.0]heptanyl)oxy-trimethylsilane 生成 5-tert.-Butylcyclohept-2-enon
  参考文献：
  名称：

  Reaction of 1-silyloxybicyclo[n.1.0]alkanes with iron(III) chlorides. A facile synthesis of 2-cycloalkenones via ring enlargement of cyclic ketones

  摘要：

  DOI：

  10.1021/jo00873a055
• 作为产物：
  描述：

  二碘甲烷 、 (4-tert-butylcyclohex-2-en-1-yl)oxy-trimethylsilane 生成 (4-Tert-butyl-1-bicyclo[4.1.0]heptanyl)oxy-trimethylsilane
  参考文献：
  名称：

  RYU H. HYONG; AYA TOMOYUKI; OTANI SHOJI; MURAI SHINJI; SONODA NOBORU, J. ORGANOMET. CHEM., 321,(1987) N 3, 279-290

  摘要：

  DOI：

文献信息

• Reaction of enol ethers with zinc carbenoid reagents. Cyclopropanation and subsequent isomerization to allylic ethers
  作者：Ilhyong Ryu、Tomoyuki Aya、Shoji Otani、Shinji Murai、Noboru Sonoda

  DOI：10.1016/0022-328x(87)80300-5

  日期：1987.4

  reactions of enol ethers (ROCC, R = alkyl, silyl) with zinc carbenoid reagents were found to give allylic ethers in several cases along with the expected cyclopropyl ethers. The ratio of these two products was highly dependent on the concentration of the reaction mixture. Thus, the selective formation of each product was conveniently attained by merely changing the amounts of the solvent used. Zinc iodide

  发现烯醇醚（ROCC，R =烷基，甲硅烷基）与类胡萝卜素锌试剂的反应在某些情况下与预期的环丙基醚一起生成烯丙基醚。这两种产物的比例高度依赖于反应混合物的浓度。因此，通过仅改变所用溶剂的量就可以方便地实现每种产物的选择性形成。该反应的副产物碘化锌在本发明的环丙基至烯丙基重排中起关键作用。提出了开环的离子中间体。
• Tertiary cyclopropanol systems as synthetic intermediates: novel ring-cleavage of tertiary cyclopropanol systems using vanadyl acetylacetonate
  作者：Masayuki Kirihara、Shinobu Takizawa、Takefumi Momose

  DOI：10.1039/a803178i

  日期：——

  Tertiary cyclopropanol systems react with a catalytic amount of vanadyl acetylacetonate under an oxygen atmosphere to afford β-hydroxyketones and β-diketones.

  三级环丙醇体系与催化量的乙酰丙酮酸香草酯在氧气环境下发生反应，生成 β-羟基酮和β-二酮。
• Fragmentation of tertiary cyclopropanol compounds catalyzed by vanadyl acetylacetonate
  作者：Masayuki Kirihara、Hiroko Kakuda、Motohiro Ichinose、Yuta Ochiai、Shinobu Takizawa、Asuka Mokuya、Kumiko Okubo、Akihiko Hatano、Motoo Shiro

  DOI：10.1016/j.tet.2005.03.033

  日期：2005.5

  Tertiary cyclopropanol compounds react with a catalytic amount of vanadyl acetylacetonate in the presence of oxygen affording beta-hydroxyketones and beta-diketones. For 3-substituted-bicyclo[4. 1.0]alkanols, peroxides are obtained, as are the beta-hydroxyketones. Conversely, 2-ethoxycarbonylcyclopropyl silyl ethers produce ethyl gamma-oxocarboxylate derivatives given the same reaction conditions. (c) 2005 Elsevier Ltd. All rights reserved.