1-(toluene-4-sulfonyl)-11-triethoxysilylazacycloheneicos-11-ene | 496041-85-1

• 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-(toluene-4-sulfonyl)-11-triethoxysilylazacycloheneicos-11-ene
• 英文别名: triethoxy-[(11Z)-1-(4-methylphenyl)sulfonyl-1-azacyclohenicos-11-en-11-yl]silane
• CAS: 496041-85-1
• 化学式: C₃₃H₅₉NO₅SSi
• 分子量: 609.987
• InChiKey: ZTLCBUZRSRWZIR-SNCSUOKWSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  8.75
• 重原子数：
  41
• 可旋转键数：
  9
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.76
• 拓扑面积：
  73.4
• 氢给体数：
  0
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  1-(toluene-4-sulfonyl)-11-triethoxysilylazacycloheneicos-11-ene 在 水 、 silver fluoride 作用下， 以 四氢呋喃 、 甲醇 为溶剂， 以85%的产率得到1-(toluene-4-sulfonyl)-azacycloheneicos-(11E)-ene
  参考文献：
  名称：

  A chemo- and stereoselective reduction of cycloalkynes to (E)-cycloalkenes

  摘要：

  本文描述了通过选择性合成(E)-环烷烯的一种立体选择性途径，该途径包括合适的二炔的环化炔类歧化反应（RCAM），随后是以钌为催化剂的所形成的环炷选择性反式加氢硅烷化反应，最后是通过AgF介导的得到的乙烯基硅烷的去硅烷化反应。

  DOI：

  10.1039/b207169j
• 作为产物：
  描述：

  N,N-di-dodec-10-ynyl-4-methyl-benzenesulfonamide 在 Tris(t-butoxy)(2,2-dimethylpropylidyne)tungsten(VI), 98% Schrock Alkyne Metathesis Catalyst 、 tris(acetonitrile)pentamethylcyclopentadienylruthenium(II) hexafluorophosphate 作用下， 以 二氯甲烷 、 甲苯 为溶剂， 生成 1-(toluene-4-sulfonyl)-11-triethoxysilylazacycloheneicos-11-ene
  参考文献：
  名称：

  (E)-Cycloalkenes and (E,E)-cycloalkadienes by ring closing diyne- or enyne–yne metathesis/semi-reduction

  摘要：

  A concise, practical and stereoselective entry into macrocyclic (E)-alkenes is outlined comprising a sequence of ring closing alkyne metathesis (RCAM), trans-selective hydrosilylation of the resulting cycloalkynes catalyzed by [Cp*Ru(MeCN)(3)]PF6, and a protodesilylation of the ensuing vinylsilanes with AgF in aq. THF/MeOH. Moreover, the first examples of intramolecular enyne-yne metathesis reactions catalyzed by the Schrock alkylidyne complex (tBUO)(3)W drop CCMe3 are reported; the resulting cyclic enynes can be converted along similar lines into the corresponding (E,E)-configured 1,3-dienes in good overall yields. Cycloalkyne 4 and the (E)-configured cyclic olefins 6 and 21 were characterized by X-ray crystallography. (C) 2004 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2004.05.042

文献信息

• A chemo- and stereoselective reduction of cycloalkynes to (E)-cycloalkenes
  作者：Alois Fürstner、Karin Radkowski

  DOI：10.1039/b207169j

  日期：——

  A stereoselective entry into (E)-cycloalkenes is described, comprising the ring closing alkyne metathesis (RCAM) of suitable diynes, a ruthenium-catalyzed trans-selective hydrosilylation of the cycloalkynes thus formed, followed by a desilylation of the resulting vinylsilanes mediated by AgF.

  本文描述了通过选择性合成(E)-环烷烯的一种立体选择性途径，该途径包括合适的二炔的环化炔类歧化反应（RCAM），随后是以钌为催化剂的所形成的环炷选择性反式加氢硅烷化反应，最后是通过AgF介导的得到的乙烯基硅烷的去硅烷化反应。
• (E)-Cycloalkenes and (E,E)-cycloalkadienes by ring closing diyne- or enyne–yne metathesis/semi-reduction
  作者：Fabrice Lacombe、Karin Radkowski、Günter Seidel、Alois Fürstner

  DOI：10.1016/j.tet.2004.05.042

  日期：2004.8

  A concise, practical and stereoselective entry into macrocyclic (E)-alkenes is outlined comprising a sequence of ring closing alkyne metathesis (RCAM), trans-selective hydrosilylation of the resulting cycloalkynes catalyzed by [Cp*Ru(MeCN)(3)]PF6, and a protodesilylation of the ensuing vinylsilanes with AgF in aq. THF/MeOH. Moreover, the first examples of intramolecular enyne-yne metathesis reactions catalyzed by the Schrock alkylidyne complex (tBUO)(3)W drop CCMe3 are reported; the resulting cyclic enynes can be converted along similar lines into the corresponding (E,E)-configured 1,3-dienes in good overall yields. Cycloalkyne 4 and the (E)-configured cyclic olefins 6 and 21 were characterized by X-ray crystallography. (C) 2004 Elsevier Ltd. All rights reserved.