6-(trimethylsilyl)hex-5-yn-2-ol | 13224-83-4

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 6-(trimethylsilyl)hex-5-yn-2-ol
• 英文别名: 6-(Trimethylsilyl)-5-hexyn-2-ol；6-trimethylsilylhex-5-yn-2-ol
• CAS: 13224-83-4
• 化学式: C₉H₁₈OSi
• 分子量: 170.327
• InChiKey: QVOGHEXKCYPJSS-UHFFFAOYSA-N

物化性质

• 沸点：
  85 °C(Press: 3 Torr)
• 密度：
  0.8664 g/cm3

计算性质

• 辛醇/水分配系数(LogP)：
  2.03
• 重原子数：
  11
• 可旋转键数：
  3
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.78
• 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：

  6-(trimethylsilyl)hex-5-yn-2-ol 在 sodium tetrahydroborate 、 偶氮二甲酸二异丙酯 、 三苯基膦 作用下， 以 四氢呋喃 为溶剂， 生成 4-Hydroxy-3-(1-methyl-5-trimethylsilanyl-pent-4-ynyl)-oxazolidin-2-one
  参考文献：
  名称：

  Diastereoselective Synthesis of 2,6-Disubstituted 3-Hydroxypiperidine, 2-(a-Hydroxyalkyl)-3-hydroxypiperidine and 2-(a-Hydroxyalkyl)-3-hydroxypyrrolidine Derivatives

  摘要：

  DOI：

  10.3987/com-89-s24
• 作为产物：
  描述：

  5-(三甲基硅烷基)-4-戊炔-1-醇 在 戴斯-马丁氧化剂 作用下， 以 四氢呋喃 、 二氯甲烷 为溶剂， 反应 0.08h， 生成 6-(trimethylsilyl)hex-5-yn-2-ol
  参考文献：
  名称：

  低价钛(II)介导的分子内和区域选择性炔烃/烷氧基丙二烯还原偶联反应

  摘要：

  低价钛( II )配合物被证明是促进分子内方式的炔烃/烷氧基丙二烯偶联反应的合适试剂。本文开发的条件产生了多种高度官能化的环状加合物，对烷氧基丙二烯部分的中心碳具有优异的区域选择性。 19 个实施例均获得了良好的产率（高达 76%）。通过亲电试剂捕获进行的一锅后期官能化也是可能的，并产生优异的非对映选择性（高达 95/5 dr）。

  DOI：

  10.1039/d3cc06084e

文献信息

• Relative Asymmetric Induction in the Intramolecular Reaction between Alkynes and Cyclopropylcarbene−Chromium Complexes:  Stereocontrolled Synthesis of Five-Membered Rings Fused to Oxygen Heterocycles
  作者：Jingbo Yan、Jin Zhu、Julius J. Matasi、James W. Herndon

  DOI：10.1021/jo982144q

  日期：1999.2.1

  Synthesis of cyclopentenone derivatives fused to oxygen heterocycles by means of the intramolecular coupling of alkynes and cyclopropylcarbene-chromium complexes has been examined for a variety of cases in which the tethering chain features a stereogenic center. In some cases, this process proceeds with a very high degree of stereoselectivity; however, the extent and direction of relative asymmetric induction is very dependent upon the position of the chiral atom within the tethering chain and the length of the tethering chain. In the best case, featuring a two-carbon tether and a stereogenic center at the homopropargylic position (complex 1N), the heterocyclic ring was produced with 97:3 selectivity for the cis heterocycle (3N). In the worst case, featuring a three-carbon tether and a stereogenic center at the homopropargylic position (complexes 1F and ii), no stereoselectivity was observed. Improvement in stereoselectivity was noticed when terminal alkynes were replaced by silylated alkynes and when proton sources were eliminated from the reaction.
• KANO, SHINZO;YUASA, YOKO;MOCHIZUKI, NAOKI;SHIBUYA, SHIROSHI, HETEROCYCLES, 30,(1990) N, C. 263-266
  作者：KANO, SHINZO、YUASA, YOKO、MOCHIZUKI, NAOKI、SHIBUYA, SHIROSHI

  DOI：——

  日期：——
• [EN] SUBSTITUTED DIHYDROPYRANOPYRIDINES, SALTS OR N-OXIDES THEREOF AND THEIR USE AS HERBICIDALLY ACTIVE SUBSTANCES<br/>[FR] DIHYDROPYRANOPYRIDINES SUBSTITUÉES, LEURS SELS OU N-OXYDES ET LEUR UTILISATION COMME SUBSTANCES À ACTION HERBICIDE
  申请人：[en]BAYER AKTIENGESELLSCHAFT

  公开号：WO2023094594A1

  公开（公告）日：2023-06-01

  The present invention relates to substituted dihydropyranopyridines of the general formula (I), salts or N-oxides thereof, where the radicals in the general formula (I) correspond to the definitions given in the description, and to their use as herbicides, in particular for controlling weed grasses and/or broad-leaved weeds in crops of useful plants and/or as plant growth regulators for influencing the growth of crops of useful plants.