1-(3-Methylbut-3-en-2-yl)cyclohexan-1-ol | 77924-66-4

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 1-(3-Methylbut-3-en-2-yl)cyclohexan-1-ol
• CAS: 77924-66-4
• 化学式: C₁₁H₂₀O
• 分子量: 168.279
• InChiKey: DWTPYQBBAFDUMS-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.2
• 重原子数：
  12
• 可旋转键数：
  2
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.82
• 拓扑面积：
  20.2
• 氢给体数：
  1
• 氢受体数：
  1

反应信息

• 作为产物：
  描述：

  环己酮 、 天然橡胶 生成 1-(3-Methylbut-3-en-2-yl)cyclohexan-1-ol
  参考文献：
  名称：

  π-烯丙基二环戊二烯基钛（III）与羰基化合物的反应合成高烯丙基醇

  摘要：

  原位预先形成或形成的π-烯丙基二环戊二烯基乙二胺（III）络合物与醛或酮的反应具有区域特异性，高立体选择性和化学特异性，在温和条件下水解后可提供相应的均烯丙基醇，产率高。

  DOI：

  10.1016/0040-4039(81)80066-4

文献信息

• Synthesis of homoallyl alcohols by the reaction of π-allyldicyclopentadienyltitanium(III) with carbonyl compounds
  作者：Fumie Sato、Satoshi Iijima、Masao Sato

  DOI：10.1016/0040-4039(81)80066-4

  日期：1981.1

  Reaction of π-allyldicyclopentadienyititanium(III) complexes, preformed or formed in situ, with aldehydes or ketones proceeds with regiospecificity, high stereoselectivity and chemospecificity, affording, under mild conditions, the corresponding homoallyl alcohols after hydrolysis in excellent yields.

  原位预先形成或形成的π-烯丙基二环戊二烯基乙二胺（III）络合物与醛或酮的反应具有区域特异性，高立体选择性和化学特异性，在温和条件下水解后可提供相应的均烯丙基醇，产率高。
• Regio- and Stereochemistry on the Electrophilic Trapping of Allylic Samariums Generated by Reductive Cleavage of Allylic Ethers with (C₅Me₅)₂Sm(thf)_<i>n</i>
  作者：Ken Takaki、Takeshi Kusudo、Shinya Uebori、Tetsushi Nishiyama、Tohru Kamata、Masaki Yokoyama、Katsuomi Takehira、Yoshikazu Makioka、Yuzo Fujiwara

  DOI：10.1021/jo9723016

  日期：1998.6.1

  The C-O bond of allylic benzyl ethers was selectively cleaved with Cp-2*Sm(thf)(n) to give allylic samarium complexes in good yields. Facility of their bond fission has been found to be comparable to that of the corresponding propargylic ethers intermolecularly, but lower intramolecularly. Regio- and stereochemistry on the electrophilic trapping of the allylic complexes thus generated remarkably depended on the nature of the electrophiles. They reacted with carbonyl compounds exclusively from the most substituted terminus of the allylic moieties to yield blanched homoallylic alcohols with anti diasteroselectivity. On the other hand, trapping with silyl chlorides produced linear allylic silanes. Here, a plausible mechanism to account for the difference is proposed.
• [EN] ODORANT ALCOHOLS<br/>[FR] ALCOOLS ODORANTS
  申请人：FIRMENICH & CIE

  公开号：WO2012045608A1

  公开（公告）日：2012-04-12

  The present invention relates to the use as perfuming ingredient to impart floral and indol notes of a compound of formula in the form of any one of its stereoisomers or a mixture thereof, and wherein n represents 0 or 1 and at least one R represents a methyl group and the other a hydrogen atom or a methyl group.
• First Practical Hydrozincation of Dienes Catalyzed by Cp2TiCl2. Generation of Allylzinc Reagent and Its Reaction with Carbonyl Compounds
  作者：Yuan Gao、Hirokazu Urabe、Fumie Sato

  DOI：10.1021/jo00098a005

  日期：1994.9

  The first practical hydrozincation of butadiene and 2-alkylbutadienes has been achieved by a combination reagent including ZnI2, LiH, and Cp(2)TiCl(2) in a ratio of 1:2.2:0.1 to yield the corresponding allylzinc reagents in THF, which, in turn, react with a variety of carbonyl compounds.