7-octenyl triphenylphosphonium bromide | 82667-45-6

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: 7-octenyl triphenylphosphonium bromide
• 英文别名: Oct-7-enyl(triphenyl)phosphanium;bromide
• CAS: 82667-45-6
• 化学式: Br*C₂₆H₃₀P
• 分子量: 453.402
• InChiKey: AOLOSIOWOOLMCL-UHFFFAOYSA-M

计算性质

• 辛醇/水分配系数(LogP)：
  3.12
• 重原子数：
  28
• 可旋转键数：
  10
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.23
• 拓扑面积：
  0
• 氢给体数：
  0
• 氢受体数：
  1

反应信息

• 作为反应物：
  描述：

  7-octenyl triphenylphosphonium bromide 在 potassium tert-butylate 、 2,3-二氯-5,6-二氰基-1,4-苯醌 作用下， 以 四氢呋喃 、 二氯甲烷 、 水 为溶剂， 反应 17.0h， 生成 (2R,3R,4Z)-2,3-(isopropylidenedioxy)-dodeca-4,11-dien-1-ol
  参考文献：
  名称：

  The first total synthesis of naturally occurring (+)-gymnasterkoreayne F and its enantiomer

  摘要：

  The first total synthesis of naturally occurring (+)-gymnasterkoreayne F and its enantiomer is reported. The seven-step route to these two polyacetylenes in enantiomerically pure form involves the use of (+)-2,3-O-isopropylidene-L-threitol and (-)-2,3-O-isopropylidene-D-threitol, respectively, as the starting material and a Cadiot-Chodkiewicz reaction as a key step. The absolute configuration of (+)-gymnasterkoreayne F has been confirmed to be (2E,8S,Z). The natural product and its enantiomer have been found to exhibit modest cytotoxicity against the 60 human tumor cell lines of the National Cancer Institute. (C) 2005 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetasy.2005.06.015
• 作为产物：
  描述：

  1,8-二溴辛烷 在 potassium tert-butylate 作用下， 以 四氢呋喃 、 乙腈 为溶剂， 反应 141.5h， 生成 7-octenyl triphenylphosphonium bromide
  参考文献：
  名称：

  The first total synthesis of naturally occurring (+)-gymnasterkoreayne F and its enantiomer

  摘要：

  The first total synthesis of naturally occurring (+)-gymnasterkoreayne F and its enantiomer is reported. The seven-step route to these two polyacetylenes in enantiomerically pure form involves the use of (+)-2,3-O-isopropylidene-L-threitol and (-)-2,3-O-isopropylidene-D-threitol, respectively, as the starting material and a Cadiot-Chodkiewicz reaction as a key step. The absolute configuration of (+)-gymnasterkoreayne F has been confirmed to be (2E,8S,Z). The natural product and its enantiomer have been found to exhibit modest cytotoxicity against the 60 human tumor cell lines of the National Cancer Institute. (C) 2005 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetasy.2005.06.015

文献信息

• Enantioselective Nickel‐Catalyzed Migratory Hydrocyanation of Nonconjugated Dienes
  作者：Rongrong Yu、Shanmugam Rajasekar、Xianjie Fang

  DOI：10.1002/anie.202008854

  日期：2020.11.23

  Metal‐catalyzed chain‐walking reactions have recently emerged as a powerful strategy to functionalize remote positions in organic molecules. However, a chain‐walking protocol for nonconjugated dienes remains scarcely reported, and developments are currently ongoing. In this Communication, a nickel‐catalyzed asymmetric hydrocyanation of nonconjugated dienes involving a chain‐walking process is demonstrated

  金属催化的链走反应最近成为一种功能强大的策略，可以使有机分子中的远端位置功能化。然而，很少有关于非共轭二烯的链走协议的报道，并且目前正在进行开发。在本交流中，展示了涉及链行走过程的非共轭二烯的镍催化不对称氢氰化。该反应显示出极好的区域选择性和化学选择性，并且可以耐受多种底物，从而以高收率和对映选择性提供产物。氘标记实验支持链步过程，该过程涉及迭代的β-H消除和重新插入过程。克级合成，区域收敛实验，
• Total Synthesis of <i>cis</i>-Solamin:  Exploiting the RuO₄-Catalyzed Oxidative Cyclization of Dienes
  作者：Hülya Göksel、Christian B. W. Stark

  DOI：10.1021/ol060520k

  日期：2006.8.1

  text] An enantioselective total synthesis of cis-solamin has been accomplished using a highly diastereoselective ruthenium tetroxide catalyzed oxidative cyclization as a crucial transformation. Further key steps involved an enzymatic desymmetrization, a TPAP-catalyzed oxidative termini differentiation, and a ruthenium-catalyzed Alder-ene reaction. Thus, the total synthesis of cis-solamin was achieved

  [结构：见正文]使用高度非对映选择性的四氧化钌催化的氧化环化反应作为关键的转化反应，完成了顺式鞘氨醇的对映选择性全合成。进一步的关键步骤涉及酶促脱对称，TPAP催化的氧化末端分化和钌催化的Alder-ene反应。因此，以11个步骤完成了顺式索拉明的总合成，总收率为7.5％。
• Enantioselective Palladium‐Catalyzed Directed Migratory Allylation of Remote Dienes
  作者：Xian‐Xiao Chen、Hao Luo、Ye‐Wei Chen、Yang Liu、Zhi‐Tao He

  DOI：10.1002/anie.202307628

  日期：2023.8.21

  The enantioselective migratory allylation of remote dienes via palladium-catalyzed simultaneous/directed chain walking is reported. The transformation provides a potential route to achieving stereoselective functionalization of multiple continuous C(sp3)−H bonds.

  报道了通过钯催化的同时/定向链行走实现远程二烯的对映选择性迁移烯丙基化。该转化提供了实现多个连续 C(sp 3 )−H 键的立体选择性功能化的潜在途径。
• Polymers containing partially neutralized silanols
  申请人：——

  公开号：US20010037002A1

  公开（公告）日：2001-11-01

  A shelf-stable water-borne dispersion or solution that cures rapidly and at low temperatures when coated onto a substrate can be prepared with an aqueous-based solution or stable aqueous dispersion of a polymer having a backbone containing pendant silanol groups which are sufficiently neutralized to inhibit silanol condensation.

  可以用聚合物的水基溶液或稳定的水基分散液来制备货架稳定的水基分散液或溶液，这种聚合物的骨架含有硅烷醇基团，这些基团被充分中和以抑制硅烷醇缩合。
• Bohlmann, Ferdinand; Rotard, Wolfgang, Liebigs Annalen der Chemie, 1982, # 6, p. 1216 - 1219
  作者：Bohlmann, Ferdinand、Rotard, Wolfgang

  DOI：——

  日期：——