(2R*,3E,6S*)-1-benzyl-6-(2-benzyloxyethyl)-4-ethyl-3-ethylidene-2-phenyl-2,6-dihydropyridine

• 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: (2R*,3E,6S*)-1-benzyl-6-(2-benzyloxyethyl)-4-ethyl-3-ethylidene-2-phenyl-2,6-dihydropyridine
• 化学式: C₃₁H₃₅NO
• 分子量: 437.625
• InChiKey: LSKOJESHBLESAC-LYRUSBCDSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  7.5
• 重原子数：
  33.0
• 可旋转键数：
  9.0
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.29
• 拓扑面积：
  12.47
• 氢给体数：
  0.0
• 氢受体数：
  2.0

反应信息

• 作为反应物：
  描述：

  (2R*,3E,6S*)-1-benzyl-6-(2-benzyloxyethyl)-4-ethyl-3-ethylidene-2-phenyl-2,6-dihydropyridine 在 10% Pd/C 作用下， 以 甲醇 、 环己烯 为溶剂， 以62%的产率得到6-(2-benzyloxyethyl)-3,4-diethyl-2-phenyl-pyridine
  参考文献：
  名称：

  Pyridines and pyridine derivatives from vinyl allenes and imines

  摘要：

  The Lewis acid mediated reaction of acyclic vinyl allenes and imines, yielding tetrahydropyridines has been carried out. Only one cycloadduct was observed in each case, and thus, the reaction progressed in all cases with total regio-, face- and endo/exo selectivities. The cycloadducts were transformed into polysubstituted pyridines, including bipyridines, by catalytic transfer hydrogenation using cyclohexene as hydrogen donor in good yield. The reaction was extended to the aromatization of the bicyclic cycloadducts prepared in previous works from the reaction of semicyclic vinyl allenes and imines, yielding tetrahydropyridines. (C) 2012 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2012.09.057
• 作为产物：
  描述：

  、 N-苄烯丁胺 在 三氟化硼乙醚 作用下， 以 二氯甲烷 为溶剂， 反应 14.25h， 以79%的产率得到(2R*,3E,6S*)-1-benzyl-6-(2-benzyloxyethyl)-4-ethyl-3-ethylidene-2-phenyl-2,6-dihydropyridine
  参考文献：
  名称：

  Pyridines and pyridine derivatives from vinyl allenes and imines

  摘要：

  The Lewis acid mediated reaction of acyclic vinyl allenes and imines, yielding tetrahydropyridines has been carried out. Only one cycloadduct was observed in each case, and thus, the reaction progressed in all cases with total regio-, face- and endo/exo selectivities. The cycloadducts were transformed into polysubstituted pyridines, including bipyridines, by catalytic transfer hydrogenation using cyclohexene as hydrogen donor in good yield. The reaction was extended to the aromatization of the bicyclic cycloadducts prepared in previous works from the reaction of semicyclic vinyl allenes and imines, yielding tetrahydropyridines. (C) 2012 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2012.09.057

文献信息

• Pyridines and pyridine derivatives from vinyl allenes and imines
  作者：David Regás、María M. Afonso、J. Antonio Palenzuela

  DOI：10.1016/j.tet.2012.09.057

  日期：2012.11

  The Lewis acid mediated reaction of acyclic vinyl allenes and imines, yielding tetrahydropyridines has been carried out. Only one cycloadduct was observed in each case, and thus, the reaction progressed in all cases with total regio-, face- and endo/exo selectivities. The cycloadducts were transformed into polysubstituted pyridines, including bipyridines, by catalytic transfer hydrogenation using cyclohexene as hydrogen donor in good yield. The reaction was extended to the aromatization of the bicyclic cycloadducts prepared in previous works from the reaction of semicyclic vinyl allenes and imines, yielding tetrahydropyridines. (C) 2012 Elsevier Ltd. All rights reserved.