limonene oxide

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 氧杂环己烷
• 英文名称: limonene oxide
• 英文别名: (+)-cis-Limonene 1,2-epoxide；(1R,4R)-1-methyl-4-prop-1-en-2-yl-7-oxabicyclo[4.1.0]heptane
• 化学式: C₁₀H₁₆O
• 分子量: 152.236
• InChiKey: CCEFMUBVSUDRLG-RCAUJQPQSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.5
• 重原子数：
  11
• 可旋转键数：
  1
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.8
• 拓扑面积：
  12.5
• 氢给体数：
  0
• 氢受体数：
  1

反应信息

• 作为反应物：
  描述：

  limonene oxide 在 lithium telluride 作用下， 以 四氢呋喃 为溶剂， 反应 12.0h， 以67 mg的产率得到C₂₀H₃₄O₂Te
  参考文献：
  名称：

  一种简单的一步法合成新型β-官能化碲化物

  摘要：

  通过环氧乙烷，氮丙啶和噻喃与不同的Te-亲核试剂（包括碲硅烷）的区域选择性开环反应，已经获得了新型的β-羟基-，β-氨基-和β-巯基-二烷基-和苯基-烷基碲化物。已对所选化合物的碲125 NMR化学位移进行了测量。

  DOI：

  10.1016/j.tet.2017.07.061
• 作为产物：
  描述：

  甜橙提取物 在 双氧水 作用下， 以 水 、 乙腈 为溶剂， 生成 (+)-Limonene oxide 、 limonene oxide
  参考文献：
  名称：

  The stability of niobium-silica catalysts in repeated liquid-phase epoxidation tests: A comparative evaluation of in-framework and grafted mixed oxides

  摘要：

  Two types of niobium-containing silica catalysts, (i) in-framework mixed oxide, obtained by co-precipitation type synthesis, and (ii) grafted niobium sites on silica supports, obtained via post-synthesis deposition from niobocene dichloride, were prepared. Both solids were tested in a series of five repeated batch-wise liquid-phase epoxidation tests of limonene with 50% aqueous hydrogen peroxide.Nb/SiO2 prepared by co-precipitation synthesis kept fully its epoxidation activity during the first two recycles, with a gradual decrease in activity in the following runs. Conversely, Nb/SiO2 prepared by deposition suffered from a more marked loss of activity since the first reuses. Most of the isolated Nb sites were maintained and no large Nb2O5 domains were formed during the recovery and regeneration tests. The distribution, geometry and coordination state of the Nb sites was therefore preserved, especially for the Nb/SiO2 sample prepared via co-precipitation. The presence of small Nb2O5 domains, even formed during repeated recycles, was not detrimental for the epoxidation reaction and, in general, Nb(V) sites inserted in a silica matrix proved to be a rather robust epoxidation catalyst for alkenes in the presence of aqueous hydrogen peroxide. (C) 2015 Elsevier B.V. All rights reserved.

  DOI：

  10.1016/j.ica.2015.01.048

文献信息

• Bis(trimethylsilyl)selenide in the Selective Synthesis of β-Hydroxy, β-Mercapto, and β-Amino Diorganyl Diselenides and Selenides Through Ring Opening of Strained Heterocycles
  作者：Damiano Tanini、Alessandro Degl'Innocenti、Antonella Capperucci

  DOI：10.1002/ejoc.201403015

  日期：2015.1

  dialkyl diselenides and selenides is described through reaction of bis(trimethylsilyl)selenide with epoxides, thiiranes, and aziridines catalyzed by tetrabutylammonium fluoride. Selective formation of a wide variety of β-hydroxy, β-mercapto, and β-amino diselenides and selenides is achieved by controlling the reaction conditions in the regioselective attack of the silyl selenide onto the ring-strained

  通过双（三甲基甲硅烷基）硒化物与环氧化物、硫杂环丙烷和氮丙啶在四丁基氟化铵催化下的反应，描述了一种合成 β-取代的二烷基二硒化物和硒化物的新方法。选择性形成多种 β-羟基、β-巯基和 β-氨基二硒化物和硒化物是通过控制硒化甲硅烷对环应变杂环的区域选择性攻击的反应条件来实现的。所有反应都以高度区域选择性和对映体保守的方式发生，以良好到高产率提供标题化合物。测量硒 77 NMR 化学位移以验证 β 取代的二硒化物和硒化物的选择性形成。
• Performance of chiral tetracarbonylmolybdenum pyrindanyl amine complexes in catalytic olefin epoxidation
  作者：Patrícia Neves、Lucie S. Nogueira、Anabela A. Valente、Martyn Pillinger、Isabel S. Gonçalves、Ivo E. Sampaio-Dias、Carlos A.D. Sousa、Fabio Rizzo-Aguiar、José E. Rodríguez-Borges

  DOI：10.1016/j.jorganchem.2018.01.003

  日期：2018.3

  Tetracarbonylmolybdenum(0) complexes of the type cis-[Mo(CO)4(L)] containing chiral 7-(1-pyrindanyl) amine ligands were prepared and found to be effective precatalysts for the epoxidation of achiral (cis-cyclooctene) and prochiral (DL-limonene and trans-β-methylstyrene) olefins at 55 °C. Epoxides were the only products formed from cis-cyclooctene (100% yield) and trans-β-methylstyrene (100% selectivity

  制备了含有手性7-（1-吡喃基）胺配体的顺式-[Mo（CO）4（L）]型四羰基钼（0）配合物，发现该化合物是有效的手性环氧化物（顺式-环辛烯）和55°C下的前手性（DL-柠檬烯和反式-β-甲基苯乙烯）烯烃。环氧化合物是唯一由顺式-环辛烯（100％收率）和反式-β-甲基苯乙烯（82-85％转化率的100％选择性）形成的产物，而主要产物是由DL-柠檬烯（80-82％1,2 -在85％转化率下的环氧选择性）。回收催化剂的表征表明，预催化剂是原位转化的到含有β-辛钼酸根阴离子[ β- Mo 8 O 26 ] 4-的稳定的多氧钼酸盐，它负责催化反应。
• Rongalite‐Promoted<i>on Water</i>Synthesis of Functionalised Tellurides and Ditellurides
  作者：Damiano Tanini、Lorenzo Ricci、Antonella Capperucci

  DOI：10.1002/adsc.201901536

  日期：2020.3.17

  Furthermore, in the case of the nucleophilic ring opening of epoxides and aziridines, a judicious tuning of the reaction conditions enabled the synthesis of unreported β‐hydroxy‐ and β‐amino‐ditellurides, which were further employed as precursors of new functionalised unsymmetrical dialkyl tellurides. The thiol−peroxidase catalytic activity of hydroxy‐ditellurides has also been investigated in order to compare

  的水与亲电碲钠的反应已探索。Na 2 Te，原位生成通过rongalite（羟基甲烷亚磺酸钠）促进的元素碲还原，可与各种亲电试剂反应，包括应变杂环，卤代烷烃，Michael受体和芳基重氮盐，可轻松快速地获得各种新颖的功能化对称碲化物。该方法很好地耐受了多种功能基团的存在，例如醇，胺，酯，腈和砜，并允许将碲原子掺入生物学上相关的天然来源产品中。此外，在环氧化物和氮丙啶的亲核开环的情况下，明智地调整反应条件可以合成未报告的β-羟基和β-氨基二碲化物，它们进一步被用作新的官能化的不对称二烷基碲化物的前体。还对羟基二碲化物的硫醇过氧化物酶催化活性进行了研究，以比较它们与同源碲化物的抗氧化性能。
• Tungstenocene-grafted silica catalysts for the selective epoxidation of alkenes
  作者：Chiara Bisio、Alessandro Gallo、Rinaldo Psaro、Cristina Tiozzo、Matteo Guidotti、Fabio Carniato

  DOI：10.1016/j.apcata.2019.05.027

  日期：2019.7

  evenly dispersed larger monoclinic tungsten(VI) oxide aggregates, for the catalyst prepared via dry impregnation, respectively. Both W/SiO2 solids showed moderate to good conversion values in the epoxidation of (R)-(+)-limonene and methyl oleate (up to 68%), in the presence of aqueous hydrogen peroxide, with good selectivity to the desired epoxides (63% and 78%, respectively). The heterogeneous character

  通过液相或干法浸渍，成功地将二氯化钨（IV）沉积并接枝到了市售的无序二氧化硅载体表面。经过高温煅烧步骤后，获得了两种W（VI）接枝的二氧化硅催化剂，金属负载量约为1.2-1.7 wt。％。它们通过物理吸附和光谱技术得到了充分表征，这证明液相分散接枝的催化剂分散的氧化钨多氧簇簇位置分散良好，干法浸渍制备的催化剂分散均匀的较大单斜晶氧化钨（VI）聚集体。 ， 分别。两种W / SiO 2固体在（R）-（+）-柠檬烯和油酸甲酯（最高68％），在过氧化氢水溶液存在下，对所需环氧化物具有良好的选择性（分别为63％和78％）。通过热离心试验以及在六次催化运行中固体的扩展回收和再利用，证实了通过干浸渍制备的最令人感兴趣的W / SiO 2催化剂的非均相特征。
• [EN] OLIGONUCLEOTIDE COMPOSITIONS AND METHODS THEREOF<br/>[FR] COMPOSITIONS D'OLIGONUCLÉOTIDES ET PROCÉDÉS ASSOCIÉS
  申请人：WAVE LIFE SCIENCES LTD

  公开号：WO2021237223A1

  公开（公告）日：2021-11-25

  The present disclosure provides modified oligonucleotides and compositions and methods thereof. In some embodiments, provided technologies comprise modified sugars and/or modified internucleotidic linkages. In some embodiments, the present disclosure provides technologies for preparing modified oligonucleotides. In some embodiments, the present disclosure provides chirally controlled oligonucleotide compositions and methods for their preparation and uses.

  本公开提供了经修改的寡核苷酸及其组合物和方法。在某些实施方式中，提供的技术包括修改的糖或修改的核苷酸间连接。在某些实施方式中，本公开提供了用于制备修改的寡核苷酸的技术。在某些实施方式中，本公开提供了对手性控制的寡核苷酸组合物及其制备和用途的方法。