4,5-Heptadien-1-ol | 157916-93-3

• 分子结构分类: 有机化合物 - 脂质和类脂质分子 - 脂肪酰基
• 英文名称: 4,5-Heptadien-1-ol
• 英文别名: 4,5-heptadienol
• CAS: 157916-93-3
• 化学式: C₇H₁₂O
• 分子量: 112.172
• InChiKey: MVJDRCTUSUBEFX-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.8
• 重原子数：
  8
• 可旋转键数：
  3
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.57
• 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：

  4,5-Heptadien-1-ol 在 sodium hydride 、 三乙胺 作用下， 以 二氯甲烷 、 N,N-二甲基甲酰胺 为溶剂， 反应 20.5h， 生成 N-(p-tolylsulfonyl)hept-4,5-dienylamine
  参考文献：
  名称：

  Acylation-cyclization of allenes

  摘要：

  Allenes bearing a nucleophilic group cyclize on treatment with acyltetracarbonyl cobalt complexes in the presence of mild bases. Various nucleophilic groups and cobalt complexes can be used to give highly functionalized pyrrolidines, cyclopentanes and tetrahydrofurans. Disubstituted allenes may be used in the reaction. 1,3-disubstituted allenes give products with high stereoselectivity.

  DOI：

  10.1016/0040-4020(95)00816-q
• 作为产物：
  描述：

  N,N-diethyl-1-(2-ethoxyethyl)-4-heptyl-6-amine 在 盐酸 、 lithium aluminium tetrahydride 作用下， 以 四氢呋喃 、 甲醇 、 丙酮 为溶剂， 反应 28.0h， 生成 4,5-Heptadien-1-ol
  参考文献：
  名称：

  Acylation-cyclization of allenes

  摘要：

  Allenes bearing a nucleophilic group cyclize on treatment with acyltetracarbonyl cobalt complexes in the presence of mild bases. Various nucleophilic groups and cobalt complexes can be used to give highly functionalized pyrrolidines, cyclopentanes and tetrahydrofurans. Disubstituted allenes may be used in the reaction. 1,3-disubstituted allenes give products with high stereoselectivity.

  DOI：

  10.1016/0040-4020(95)00816-q

文献信息

• A Novel Method for Direct Construction of Indole Skeletons by Intramolecular Carbopalladation of Allenes Followed by Nucleophilic Substitution
  作者：Kunio Hiroi、Yuko Hiratsuka、Kazuhiro Watanabe、Ikuko Abe、Fumiko Kato、Mayumi Hiroi

  DOI：10.1055/s-2001-10787

  日期：——

  Upon treatment with a palladium catalyst, (o-iodoanilinoalkyl)allene compounds undergo intramolecular carbopalladation of allenes followed by intramolecular amination of π-allylpalladium complexes to afford indole derivatives in fairly good yields.

  在钯催化剂的作用下，(邻碘苯胺基烷基)丙二烯化合物经历丙二烯的分子内碳钯化反应，随后发生π-烯丙基钯配合物的分子内胺化反应，从而以相当好的产率得到吲哚衍生物。
• Syntheses of the Lower Portions of the Pamamycins from .gamma.-(Silyloxy)allenes Using Stereoselective Cyclization, Reduction, and Aldehyde Addition Methodologies
  作者：Robert D. Walkup、Sang Woong Kim

  DOI：10.1021/jo00091a037

  日期：1994.6

  The pamamycins are a group of homologous macrodiolides produced by Streptomyces alboniger and Streptomyces aurantiacus JA 4570 which are remarkable for their autoregulatory, antifungal, antibacterial, and anion-transfering activities. The syntheses of the C-1'-C-11' (''lower'') portions of pamamycin-607, pamamycin-649A, pamamycin-635A, pamamycin-649B, and pamamycin-635B as the methyl esters 8 and 10-12 are reported. The C-9'-C-11', portions of these esters were introduced by chelation-controlled allylations of C-8' aldehyde intermediates derived from the C-8' alcohols 9 (whose synthesis has been previously reported) and 13-15 using allyltrimethylsilane in the presence of titanium(IV) chloride. The alcohols 13-15 were synthesized via cis selective cyclizations of the trimethylsilyl ether derivatives of the nonracemic gamma-hydroxy allenes 24, 30, and 31 using a one-pot oxymercuration/transpalladation/methoxycarbonylation reaction followed by a chelation-controlled conjugate reduction of the resulting acrylate intermediates. The gamma-hydroxy allene 24 was synthesized via an enzymatic resolution of the gamma-acetoxy allene 20, and the gamma-hydroxy allenes 30 and 31 were synthesized by asymmetric aldol reactions. During the syntheses of the products 14 and 15, chemoselective hydrolyses and reduction reactions were employed in order to differentiate a C-8' carboxyl group from the C-1' carboxyl group. Starting from simple allenyl alcohol starting materials, overall yields from 2% (in 14 steps, for 10) to 14% (in 9 steps, for 12) were observed for the production of the C-1'-C-11' portions of the pamamycins.
• Davies Ian W., Shaw Robert W., Wisedale Richard, Gallagher Timothy, J. Chem. Soc. Perkin Trans. 1, (1994) N 24, S 3557-3561
  作者：Davies Ian W., Shaw Robert W., Wisedale Richard, Gallagher Timothy

  DOI：——

  日期：——
• Acylation-cyclization of allenes
  作者：Roderick W. Bates、Thota Rama-Devi、Huei-Huei Ko

  DOI：10.1016/0040-4020(95)00816-q

  日期：1995.11

  Allenes bearing a nucleophilic group cyclize on treatment with acyltetracarbonyl cobalt complexes in the presence of mild bases. Various nucleophilic groups and cobalt complexes can be used to give highly functionalized pyrrolidines, cyclopentanes and tetrahydrofurans. Disubstituted allenes may be used in the reaction. 1,3-disubstituted allenes give products with high stereoselectivity.