pinocamphone | 186366-32-5

• 分子结构分类: 有机化合物 - 脂质和类脂质分子 - 异戊烯醇脂质
• 英文名称: pinocamphone
• 英文别名: (1S,5S)-2,6,6-trimethylbicyclo[3.1.1]heptan-3-one；(1R,5S)-2,6,6-trimethylbicyclo[3.1.1]heptan-3-one
• CAS: 186366-32-5
• 化学式: C₁₀H₁₆O
• 分子量: 152.236
• InChiKey: MQPHVIPKLRXGDJ-ZHFSPANRSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.26
• 重原子数：
  11.0
• 可旋转键数：
  0.0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.9
• 拓扑面积：
  17.07
• 氢给体数：
  0.0
• 氢受体数：
  1.0

反应信息

• 作为反应物：
  描述：

  pinocamphone 在 potassium tert-butylate 、 亚硝酸异戊酯 作用下， 以 四氢呋喃 为溶剂， 生成 2-{(1S,3S)-3-[(E)-1-(hydroxyimino)ethyl]-2,2-dimethylcyclobutyl}acetic acid
  参考文献：
  名称：

  Synthesis of new enantiomerically pure β-amino alcohols of the pinane series

  摘要：

  A series of new beta-amino alcohols with pinane structure, (+)- and (aEuro')-3 alpha-amino-10 beta-pinan-4 beta-ols, 4 beta-amino-10 beta-pinan-3 alpha-ol, and 4 alpha-amino-10 beta-pinan-3 alpha-ol have been synthesized with the goal of using them as organocatalysts in the aldol reaction of isatin with acetone.

  DOI：

  10.1134/s1070428017030046
• 作为产物：
  描述：

  2-蒎烯聚合物 在 diborane(6) 作用下， 生成 pinocamphone
  参考文献：
  名称：

  Synthesis of new enantiomerically pure β-amino alcohols of the pinane series

  摘要：

  A series of new beta-amino alcohols with pinane structure, (+)- and (aEuro')-3 alpha-amino-10 beta-pinan-4 beta-ols, 4 beta-amino-10 beta-pinan-3 alpha-ol, and 4 alpha-amino-10 beta-pinan-3 alpha-ol have been synthesized with the goal of using them as organocatalysts in the aldol reaction of isatin with acetone.

  DOI：

  10.1134/s1070428017030046

文献信息

• New monoterpene-derived phosphinopyridine ligands and their application in the enantioselective iridium-catalyzed hydrogenation
  作者：Giorgio Chelucci、Mauro Marchetti、Andrei V. Malkov、Frédéric Friscourt、Martin E. Swarbrick、Pavel Kočovský

  DOI：10.1016/j.tet.2011.05.075

  日期：2011.7

  derivatives with a phosphine or phosphinite pendant (1–11) have been synthesized from (+)-α-pinene, (−)-isopinocampheol, and/or (+)-camphor via Kröhnke annulation or another annulation method as the key step for the construction of the pyridine nucleus. The iridium complex of 6 proved to catalyze hydrogenation of the prochiral unfunctionalized alkene 44 with 94% ee, whereas the complex of 2 was most efficient

  与膦或亚膦酸酯侧链（吡啶衍生物1 - 11）已经从（+）合成- α蒎烯，（ - ） -异松蒎醇，和/或（+） -经由Kröhnke环或另一个环的方法的关键步骤樟脑用于构建吡啶核。铱的6络合物被证明可以催化94％ee的前手性未官能化烯烃44的氢化，而2的络合物在肉桂基酯45（ee的83％）的氢化中效率最高。
• Novel Polyaniline Supported Cobalt Catalyzed Aerobic Oxidation of Unsaturated Organic Compounds
  作者：Jan Pielichowski、Grzegorz Kowalski

  DOI：10.1080/15421401003719829

  日期：2010.5.25

  The oxidation of organic compounds with carbon-carbon double bond with molecular oxygen under atmospheric pressure in the presence of new polyaniline supported catalyst 1 has been studied. This catalyst turned out to be efficient and selective for oxidation of some unsaturated organic compounds. Oxidation of alkenes, cycloalkenes and terpenes give corresponding epoxy derivatives, whereas organic compounds

  研究了在新的聚苯胺负载型催化剂 1 存在下，在常压下用分子氧氧化具有碳碳双键的有机化合物。事实证明，这种催化剂对于氧化一些不饱和有机化合物是有效的和选择性的。烯烃、环烯烃和萜烯的氧化得到相应的环氧衍生物，而在苄位具有碳碳双键的有机化合物得到酮作为主要产物。
• Synthesis of regiospecifically substituted quinolines from anilines
  作者：Giorgio Chelucci、Ilaria Manca、Gerard A. Pinna

  DOI：10.1016/j.tetlet.2004.12.020

  日期：2005.1

  A protocol for the synthesis of quinolines substituted on both pyridine and benzo-fused rings is reported. The method is based on the formylation of a substituted N-(tert-butoxycarbonyl)aniline followed by direct cyclisation and aromatisation of the intermediate product obtained by condensation of the formed N-Boc o-aminobenzaldehyde with an enolisable carbonyl compound. Yields up to 88% have been

  报道了合成在吡啶和苯并稠合的环上取代的喹啉的方案。该方法是基于取代的甲酰化ñ - （叔丁氧羰基）苯胺，接着通过所形成的缩合获得的环化直接和中间产物的芳构化Ñ -Boc ö -aminobenzaldehyde与烯醇化羰基的化合物。已获得高达88％的产率。
• Niobium-Containing Hydroxyapatites as Amphoteric Catalysts: Synthesis, Properties, and Activity
  作者：Paolo Carniti、Antonella Gervasini、Cristina Tiozzo、Matteo Guidotti

  DOI：10.1021/cs4010453

  日期：2014.2.7

  We present here a new class of Nb-containing catalysts offering both acid and base functionalities thanks to the hydroxyapatite (HAP) structure, which acts as a host matrix for guest niobium species. Incorporation of Nb has led to samples with strengthened amphoteric properties with a prevalence of acid or basic sites depending on the synthesis procedure. Nb-containing HAP samples (12-14 wt % of Nb) have been synthesized by coprecipitation in water and in alcoholic solutions and by impregnation starting from different precursors. The intrinsic and effective acid and base properties have been measured, and a series of mass and surface characterizations have been performed to determine the Nb content, its oxidation state as well as its morphologic, structural, and electronic properties. The performances of the samples have been studied in several reactions of liquid solid heterogeneous catalysis in batch or fixed tubular reactors working in the recirculation mode on the basis of the known catalytic features of Nb, including hydrolysis, acid-catalyzed isomerization, and selective oxidation reactions.