trans-2-(2-methyl-1-propen-3-yl)-cyclohexan-1-ol | 101859-19-2

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: trans-2-(2-methyl-1-propen-3-yl)-cyclohexan-1-ol
• 英文别名: (1R,2S)-2-(2-methylprop-2-enyl)cyclohexan-1-ol
• CAS: 101859-19-2
• 化学式: C₁₀H₁₈O
• 分子量: 154.252
• InChiKey: GRXZGJVJOZWDAN-VHSXEESVSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3
• 重原子数：
  11
• 可旋转键数：
  2
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.8
• 拓扑面积：
  20.2
• 氢给体数：
  1
• 氢受体数：
  1

反应信息

• 作为反应物：
  描述：

  trans-2-(2-methyl-1-propen-3-yl)-cyclohexan-1-ol 在 4-二甲氨基吡啶 、 二甲基硫 、 TEA 、 臭氧 作用下， 以 四氢呋喃 、 N,N-二甲基甲酰胺 为溶剂， 生成 1-((1R*,2S*)-2-((tert-butyldimethylsilyl)oxy)cyclohexyl)-2-propanone
  参考文献：
  名称：

  Construction of trans-fused polycyclic ethers: methodology for the brevetoxins

  摘要：

  DOI：

  10.1021/jo00362a014
• 作为产物：
  描述：

  2-(2-methyl-2-propenyl)cyclohexanone 在 乙醇 、 sodium 作用下， 生成 trans-2-(2-methyl-1-propen-3-yl)-cyclohexan-1-ol
  参考文献：
  名称：

  The Formation of cis- and trans-Perhydrobenzofurans from 2-(2-Methoxycyclohexyl)ethanol Derivatives. Reactions Proceeding through Methoxyl Participation

  摘要：

  DOI：

  10.1021/ja01068a027

文献信息

• Preparation of higher order cyano and “non-ate” allyl copper reagents from the reaction of allyl chlorides with a formal copper anion
  作者：Douglas E. Stack、Walter R. Klein、Reuben D. Rieke

  DOI：10.1016/s0040-4039(00)93380-x

  日期：1993.5

  through the low temperature reaction of allyl chlorides with a formal copper anion. The copper anion is generated via the low temperature reduction of Cu(I) complexes by two equivalents of lithium naphthalenide and then oxidatively adds to allyl chlorides with minimal homocoupling. These allyl organocopper reagents undergo substitution reactions with alkyl chlorides and epoxides as well as 1,4-conjugate

  通过烯丙基氯化物与形式铜阴离子的低温反应，已实现了高阶和“非酸酯化”的烯丙基有机铜试剂的生成。铜阴离子是通过两当量的萘甲酸锂对Cu（I）络合物的低温还原作用而生成的，然后以最小的均偶联度氧化添加到烯丙基氯中。这些烯丙基有机铜试剂与烷基氯化物和环氧化物进行取代反应，并以良好或极好的收率进行1,4-共轭物加成反应。
• Stereocontrolled oxidation of 5-hydroxyalkenes with rhenium oxide. III
  作者：Suhan Tang、Robert M. Kennedy

  DOI：10.1016/s0040-4039(00)79077-0

  日期：1992.9

  5-Hydroxyalkenes react with rhenium (VII) oxide (Re2O7) to provide 2-hydroxymethyl-tetrahydrofurans. Oxidation occurs with overall syn addition to the alkene. Stereoselectivity is easily understood by invoking [2+2] cycloaddition followed by reductive elimination.

  5-羟基烯烃与氧化（（Re 2 O 7）反应，生成2-羟甲基-四氢呋喃。氧化与烯烃的全部合成物加成一起发生。通过调用[2 + 2]环加成，然后进行还原性消除，可以轻松理解立体选择性。
• Ligand exchange between cyanocuprates and allylic stannanes: a novel, direct route to allylic cuprates possessing remarkable reactivity and stability
  作者：Bruce H. Lipshutz、Robert Crow、Stuart H. Dimock、Edmund L. Ellsworth、Robin A. J. Smith、James R. Behling

  DOI：10.1021/ja00166a067

  日期：1990.5
• Generation of allylic manganates from trimethylmanganate and allylic stannanes and their reactions with epoxides
  作者：Jun Tang、Hideki Yorimitsu、Hirotada Kakiya、Rie Inoue、Hiroshi Shinokubo、Koichiro Oshima

  DOI：10.1016/s0040-4039(97)10410-5

  日期：1997.12

  A new method for forming allyldimethylmanganate has been developed. The preparation eliminated the need for prior generation of an allylmetal species such as allyllithium or allylmagnesium compounds. The reagents reacted with epoxides to give allylated products exclusively in good yields. (C) 1997 Elsevier Science Ltd.
• The Formation of <i>cis</i>- and <i>trans</i>-Perhydrobenzofurans from 2-(2-Methoxycyclohexyl)ethanol Derivatives. Reactions Proceeding through Methoxyl Participation
  作者：Stephen E. Cantor、D. Stanley. Tarbell

  DOI：10.1021/ja01068a027

  日期：1964.7