1-benzyl-3-methyl-4-methylenepyrrolidine

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: 1-benzyl-3-methyl-4-methylenepyrrolidine
• 英文别名: N-benzyl-4-methyl-3-methylenepyrrolidine；1-benzyl-3-methyl-4-methylidenepyrrolidine
• 化学式: C₁₃H₁₇N
• 分子量: 187.285
• InChiKey: DBHBCRXQSRKUIW-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.4
• 重原子数：
  14
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.38
• 拓扑面积：
  3.2
• 氢给体数：
  0
• 氢受体数：
  1

反应信息

• 作为产物：
  描述：

  N,N-di-2-propenylbenzylamine 在 Na[tetrakis(3,5-bis(trifluoromethyl)phenyl)borate] 、 bis(η3-allyl-μ-chloropalladium(II)) 、 C₃₈H₅₀N₂P₂ 作用下， 以 二氯甲烷 为溶剂， 生成 1-benzyl-3-methyl-4-methylenepyrrolidine
  参考文献：
  名称：

  1,6-二烯的立体选择性镍催化环异构化

  摘要：

  描述了基于[Ni（烯丙基）（cod）] [BARF]和Wilke的氮杂膦烯基全部-（R）-1的催化剂体系对1，6-二烯的高度立体选择性环异构化。从对称取代的1,6-二烯形成五元环状产物获得了前所未有的高对映体过量，最高可达91％。对于在末端位置取代的不对称1,6-二烯，也实现了较高的化学和区域选择性，从而再次以合理的非常高的收率获得了五元环状产物。环化异构化产物先后进行硼氢化和exo加氢-亚甲基官能团。实现了有希望的非对映选择性，并且这些反应序列可以一锅法高效进行。

  DOI：

  10.1002/adsc.200800104

文献信息

• Synthetic application of titanabicycles generated from 1,6- or 1,7-dienes, enynes, and diynes and (ν2-propene)Ti(O-i-Pr)2
  作者：Hirokazu Urabe、Takeshi Hata、Fumie Sato

  DOI：10.1016/0040-4039(95)00727-t

  日期：1995.6

  The title unsaturated compounds and a stoichiometric amount of (ν2-propene)Ti(O-i-Pr)2 afforded titanabicycles, which, upon hydrolysis, gave substituted cyclopentane and cyclohexane frameworks. The titanacycles could be also intercepted with deuterium, iodine, or carbon monoxide.

  标题不饱和化合物和化学计量量的（ν 2 -丙烯）的Ti（ø -我-镨）2，得到titanabicycles，其中，在水解时，就给取代的环戊烷和环己烷框架。钛环也可以被氘，碘或一氧化碳拦截。
• Zirconocene-Induced Cocyclisation/Elimination Reactions of 2-Heterosubstituted 1,6-Dienes and 1,6-Enynes
  作者：Richard J. Whitby、David R. Owen

  DOI：10.1055/s-2005-870029

  日期：——

  Zirconocene-mediated cocyclisation of 2-heterosubstituted-1,6-dienes and -enynes gave zirconacycles bearing an endocyclic β-leaving group which eliminated under the reaction conditions to provide exocyclic alkylidene groups. The scope of this cyclisation/elimination has been investigated along with further elaboration of the monosubstituted zirconocene intermediates by insertion of alkenyl carbenoids.

  锆烯催化的2-杂取代-1,6-二烯和-enynes的共环化反应生成了带有内环β-离去基团的锆环，该基团在反应条件下被消去，形成了外环烷基烯烃。该环化/消去反应的范围已被研究，同时还通过插入烯丙基羰基化合物进一步改进了单取代锆烯中间体。
• Nitrogen Assistance in Intramolecular Nickel-Promoted Tandem Cyclization−Quenching Processes
  作者：Daniel Solé、Yolanda Cancho、Amadeu Llebaria、Josep M. Moretó、Antonio Delgado

  DOI：10.1021/jo960677y

  日期：1996.1.1

  A diastereoselective and mild cyclization-quenching process based on the treatment of nitrogen-tethered halodienes with stoichiometric Ni(COD)(2) is described. The success of this methodology relies on the presence of a distal amino group capable of coordinating with the metal in the transient vinyl or alkylnickel species, thus controlling the diastereoselectivity of the cyclization step and preventing Ni-H beta-elimination prior to the quenching, In general, better results are obtained in cyclizations taking place via a 5-exo-trig process, and a diversity of mono- and bicyclic nitrogenated systems are afforded in high yields by the proper choice of starting halodienes and quenching reagents, The presence of 2,2'-bipyridine as a ligand results in an acceleration of the process, and in some cases, higher diastereoselectivities and/or supression of the Ni-H beta-elimination are observed.
• Intramolecular Nitrogen Assistance in the Nickel-Promoted Tandem Cyclization-Capture of Amino-Tethered Vinyl Bromides and Alkenes
  作者：Daniel Sole、Yolanda Cancho、Amadeu Llebaria、Josep M. Moreto、Antonio Delgado

  DOI：10.1021/ja00105a096

  日期：1994.12