(E)-2-benzylidenebutan-1-ol | 56407-97-7

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 肉桂醇
• 英文名称: (E)-2-benzylidenebutan-1-ol
• 英文别名: (2E)-2-benzylidenebutan-1-ol
• CAS: 56407-97-7
• 化学式: C₁₁H₁₄O
• 分子量: 162.232
• InChiKey: CARFRGLOKBILMF-CSKARUKUSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.7
• 重原子数：
  12
• 可旋转键数：
  3
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.27
• 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：

  (E)-2-benzylidenebutan-1-ol 在 N,N-Bis((R)-1-phenylethyl)dinaphtho[2,1-d:1',2'-f][1,3,2]dioxaphosphepin-4-amine 、 N-氯代丁二酰亚胺 、 噻吩-2-甲酸亚铜(I) 、 2,3-二巯基丁二酸 作用下， 以 乙醚 、 二氯甲烷 为溶剂， 生成 (+)-2-ethyl-3-phenyl-1-pentene
  参考文献：
  名称：

  β-二取代的烯丙基氯化物：铜催化的不对称SN2'反应的底物。

  摘要：

  DOI：

  10.1002/anie.200601855
• 作为产物：
  描述：

  magnesium,ethynylbenzene,bromide 在 copper(l) iodide 作用下， 生成 (E)-2-benzylidenebutan-1-ol
  参考文献：
  名称：

  格利雅乙烯基反应物γ官能团：I.相对于alcools有机镁的活化剂α乙酰化物在cuurereux存在下的存在

  摘要：

  在卤化亚铜存在下，伯α-炔醇会发生格氏试剂的区域和立体特异性加成。这些反应产生γ-官能取代的乙烯基镁化合物。对于仲和叔醇，反应过程取决于醇和格氏试剂的性质。

  DOI：

  10.1016/s0022-328x(00)91989-2

文献信息

• Dianionic Phase-Transfer Catalyst for Asymmetric Fluoro-cyclization
  作者：Hiromichi Egami、Tomoki Niwa、Hitomi Sato、Ryo Hotta、Daiki Rouno、Yuji Kawato、Yoshitaka Hamashima

  DOI：10.1021/jacs.7b13690

  日期：2018.2.28

  dicationic nature of the electrophilic fluorinating reagent, Selectfluor (1), we rationally designed a series of dicarboxylic acid precatalysts (2), which, when deprotonated, act as anionic phase-transfer catalysts for asymmetric fluorination of alkenes. Among them, 2a having the shortest linker moiety efficiently catalyzed unprecedented 6-endo-fluoro-cyclization of various allylic amides, affording

  受亲电氟化试剂 Selectfluor (1) 的双阳离子性质的启发，我们合理设计了一系列二羧酸预催化剂 (2)，当去质子化时，它们作为阴离子相转移催化剂用于烯烃的不对称氟化。其中，具有最短连接体部分的 2a 有效地催化了各种烯丙基酰胺的前所未有的 6-内氟环化，得到了具有高对映选择性（高达 99% ee）的氟化二氢恶嗪化合物。除环状底物外，无环三取代烯烃以良好的非对映选择性进行反应，而线性二取代烯烃的非对映选择性较低。结果表明反应通过氟碳正离子中间体进行。
• Radical–Radical Cyclization Cascades of Barbiturates Triggered by Electron-Transfer Reduction of Amide-Type Carbonyls
  作者：Huan-Ming Huang、David J. Procter

  DOI：10.1021/jacs.6b04086

  日期：2016.6.22

  radical-radical cyclization cascades. An alternative fragmentation-radical cyclization sequence of related substrates allows access to bicyclic uracil derivatives. The radical-radical cyclization process constitutes the first example of a radical cascade involving ET reduction of the amide carbonyl. Products of the cascade can be readily manipulated to give highly unusual and medicinally relevant bi-

  自由基-自由基环化级联由 SmI2-H2O 向酰胺型羰基的单电子转移触发，一步将简单的非手性巴比妥酸盐转化为含半胺或烯胺的三环支架，其中含有多达五个连续的立体中心（包括四元立体中心）。此外，我们描述了 LiBr 对最具挑战性的自由基 - 自由基环化级联的惊人有益影响。相关底物的另一种断裂-自由基环化序列允许获得双环尿嘧啶衍生物。自由基-自由基环化过程构成了涉及酰胺羰基 ET 还原的自由基级联的第一个例子。级联产物可以很容易地得到非常不寻常和医学上相关的双环和三环巴比妥酸盐。
• Asymmetric Nazarov Cyclizations of Unactivated Dienones by Hydrogen‐Bond‐Donor/Lewis Acid Co–Catalyzed, Enantioselective Proton‐Transfer
  作者：Jan B. Metternich、Martin Reiterer、Eric N. Jacobsen

  DOI：10.1002/adsc.202000831

  日期：2020.10.6

  cyclization catalyzed by chiral hydrogen‐bond‐donors in concert with silyl Lewis acids. The developed transformation provides access to tri‐substituted cyclopentenones in high levels of enantioselectivity (up to 95% e.e.) from a variety of simple unactivated dienones. Kinetic and mechanistic studies are consistent with a reversible 4π‐electrocyclization C−C bond‐forming step followed by rate‐ and enantio‐determining

  我们报道了手性氢键供体与甲硅烷基路易斯酸共同催化的对映选择性纳扎罗夫环化。所开发的转化可以从各种简单的未活化二烯酮中获得高水平对映选择性（高达 95% ee）的三取代环戊烯酮。动力学和机理研究与可逆 4π 电环化 C−C 键形成步骤一致，随后以速率和对映体决定质子转移作为催化模式。
• Dependence of Finger Flexion Force on the Posture of the Nonperforming Fingers During Key Pressing Tasks
  作者：Zong-Ming Li、Guang H. Yue

  DOI：10.1080/00222890209601951

  日期：2002.12

  The influence of different positions of the non-performing (idle) fingers on the maximal force contraction of flexion (master) fingers during key pressing tasks was investigated. Ten participants performed maximal voluntary flexion contractions with various combinations of the index, middle, ring, and little fingers while the idle fingers rested on or were lifted away from the supporting surface. The effect of idle finger posture on total finger force production of master fingers was dependent on finger combination. In general, force production by master fingers was higher when the idle fingers were lifted away from the supporting surface than when they rested on it. The average increase in total force production by master fingers caused by the lifting of idle fingers was +12.4% (from -8.3% to +30.2%). Force-production capability of individual master fingers can be facilitated (as high as 34.1%), unchanged, or depressed (as high as -29.0%) by lifting the idle fingers. The effect of idle finger posture on finger force production of master fingers led to changes in force deficit. Neural, anatomical, and mechanical factors might account for the dependence of finger flexion force of master fingers on the posture of the idle fingers.
• THE SYNTHESIS OF SIMPLE AND OF SUBSTITUTED 2-ALKYLCINNAMIC ALCOHOLS, INCLUDING A MONOMOLECULAR CUBEBIN
  作者：Marston Taylor. Bogert、Garfield. Powell

  DOI：10.1021/ja01355a069

  日期：1931.4