exo-Dehydro-norborneol | 2890-98-4

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: exo-Dehydro-norborneol
• 英文别名: (1R,2S,4R)-bicyclo[2.2.1]hept-5-en-2-ol
• CAS: 2890-98-4
• 化学式: C₇H₁₀O
• 分子量: 110.156
• InChiKey: MKOSBHNWXFSHSW-VQVTYTSYSA-N

物化性质

• 熔点：
  97.5-99.2 °C
• 沸点：
  183.7±19.0 °C(Predicted)
• 密度：
  1.153±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  0.8
• 重原子数：
  8
• 可旋转键数：
  0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.71
• 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：

  exo-Dehydro-norborneol 在 草酰氯 、 二甲基亚砜 、 三乙胺 作用下， 以 二氯甲烷 为溶剂， 以92%的产率得到(1R,4R)-(+)-降冰片烯酮
  参考文献：
  名称：

  Asymmetric Total Synthesis of Alkaloids 223A and 6-epi-223A

  摘要：

  Concise and asymmetric total synthesis of the title compounds are described. The key ring system was constructed using an intramolecular Schmidt reaction on a norbornenone derivative, which was subsequently subjected to ring-opening metathesis followed by reduction. An unusual isomerization of the C-6 ethyl group afforded the desired stereochemistry of the natural product. The synthesis is readily adaptable to analogue production.

  DOI：

  10.1021/ol901645j
• 作为产物：
  描述：

  2,2,2-双环-2-辛烯 在 (R)-(+)-2-二苯膦-2'-甲氧基-1,1'-联萘 、 bis(η3-allyl-μ-chloropalladium(II)) potassium fluoride 、 三氯硅烷 、 双氧水 、 potassium hydrogencarbonate 作用下， 反应 24.0h， 生成 exo-Dehydro-norborneol
  参考文献：
  名称：

  催化对映体选择性加氢硅烷化作用使双环烯烃不对称官能化

  摘要：

  在钯催化剂（0.01–0.1 mol％）与（R）-MOP配位体配位的情况下，降冰片烯与三氯硅烷的硅氢加成反应得到定量的exo -2-三氯甲硅烷基降冰片烷，然后用过氧化氢氧化得到（1 S，2 S，4 R）-exo -2-降冰片醇含量为96％ee。内-5,6-二苯甲氧基-2-降冰片烯，双环[2.2.2]辛烯和降冰片二烯的类似氢化硅烷化和氧化反应分别得到相应的双环醇，分别为94％ee，92％ee和95％ee。

  DOI：

  10.1016/s0040-4039(00)60868-7

文献信息

• Alkylhalovinylboranes: a new class of Diels–Alder dienophiles
  作者：Pablo L. Pisano、Silvina C. Pellegrinet

  DOI：10.1039/c8ra07089j

  日期：——

  The Diels–Alder reactions of alkylhalovinylboranes have been investigated theoretically and experimentally. Alkylhalovinylboranes presented higher reactivity than the corresponding dialkylvinylboranes. Although endo/exo selectivities were high for the reactions with cyclopentadiene, facial selectivities for the chiral analogues were low. Our results demonstrate that the replacement of an alkyl group

  烷基卤乙烯基硼烷的 Diels-Alder 反应已在理论上和实验上进行了研究。烷基卤代乙烯基硼烷比相应的二烷基乙烯基硼烷具有更高的反应性。尽管与环戊二烯反应的内/外选择性很高，但手性类似物的面部选择性却很低。我们的结果表明，硼原子上的烷基被卤素取代会显着增加亲二烯性。
• Oligonucleotide-modified ROMP polymers and co-polymers
  申请人：——

  公开号：US20030113740A1

  公开（公告）日：2003-06-19

  Ring-opening metathesis polymerization (ROMP) polymers or copolymers having oligonucleotides bound thereto, materials comprised of the oligonucleotide-modified ROMP polymers, and methods of making and using the same for preparing new materials and for detection of target nucleic acids are disclosed.

  本发明揭示了具有寡核苷酸结合的开环重合反应（ROMP）聚合物或共聚物，由寡核苷酸修饰的ROMP聚合物组成的材料，以及制备新材料和检测目标核酸的方法。
• Nanoparticles with Polymer Shells
  申请人：Nanosphere, Inc.

  公开号：EP2000803A1

  公开（公告）日：2008-12-10

  A propagation monomer having the formula P-L-N, wherein: P is a moiety which has redox activity, optical activity, electronic activity, or magnetic activity; N is a cyclic olefin-containing group; L is a bond or linker whereby N is attached to P. The monomers are useful in a method of detecting or quantitating an analyte comprising contacting the analyte with a type of binding monomers having the formula N-L-B wherein: N is a cyclic olefin-containing group; B is a binding moiety that binds specifically to the analyte; and L is a bond or a linker whereby N is attached to B; so that the binding monomers bind to the analyte, and then adding the propagation monomers so that the propagation monomers polymerize to form a polymer attached to the analyte. The properties of the polymer attached to the analyte can be detected or measured in order to detect or quantitate the analyte.

  一种具有式 P-L-N 的传播单体，其中 P 是具有氧化还原活性、光学活性、电子活性或磁性活性的分子； N 是含环烯烃的基团； L 是 N 与 P 连接的键或连接体。 这些单体可用于检测或定量分析物的方法，该方法包括将分析物与具有式 N-L-B 的结合单体接触，其中： N 是含环烯烃的基团； B 是与被分析物特异性结合的结合分子；以及 L 是键或连接剂，N 据此与 B 连接；这样，结合单体就与被分析物结合，然后加入增殖单体，使增殖单体聚合形成附着在被分析物上的聚合物。可以检测或测量附着在被分析物上的聚合物的性质，以检测或量化被分析物。
• Protecting groups in polymers, photoresists and processes for microlithography
  申请人：——

  公开号：US20040023157A1

  公开（公告）日：2004-02-05

  The invention relates to a photoresist composition having a protecting group and a protected material incorporated in a cyclic chemical structure. In this invention a protected material has a cyclic ether group or cyclic ester group as a protecting group. A specific example of a cyclic ether group is an alkylene oxide, such as an oxetane group, substituted with one or more fluorinated alkyl groups. A specific example of a cyclic ester is a lactone which may be substituted with methyl groups. The photoresist composition further includes a photoactive component. The photoresist composition of this invention has a high transparency to ultraviolet radiation, particularly at short wavelengths such as (193) nm and (157) nm.

  本发明涉及一种光刻胶组合物，该组合物具有一个保护基团和一种包含在环状化学结构中的被保护材料。在本发明中，保护材料具有环醚基团或环酯基团作为保护基团。环醚基团的一个具体例子是被一个或多个氟化烷基取代的环氧亚烷基，如氧杂环丁烷基团。环酯的一个具体例子是可被甲基取代的内酯。光刻胶组合物还包括光活性成分。本发明的光刻胶组合物对紫外线辐射具有很高的透明度，特别是在短波长如 (193) 纳米和 (157) 纳米时。
• Fluorinated polymers having ester groups and photoresists for microlithography
  申请人：——

  公开号：US20040180287A1

  公开（公告）日：2004-09-16

  Fluorinated polymers, photoresists and associated processes for microlithography are described. These polymers and photoresists are comprised of esters derived from fluoroalcohol functional groups that simultaneously impart high ultraviolet (UV) transparency and developability in basic media to these materials. The materials of this invention have high UV transparency, particularly at short wavelengths, e.g., 157 nm, which makes them highly useful for lithography at these short wavelengths.

  本文介绍了用于微光刻技术的含氟聚合物、光刻胶和相关工艺。这些聚合物和光刻胶由源自氟醇官能团的酯类组成，同时赋予这些材料高紫外线（UV）透明度和在基本介质中的显影性。本发明的材料具有很高的紫外线透明度，特别是在短波长（如 157 纳米）下，这使得它们在这些短波长下的光刻技术中非常有用。