meso-(1R,6S,7S)-7-(2-chloroethoxy)-7-[(E)-2-phenylethenyl]bicyclo[4.1.0]heptane | 405060-42-6

• 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: meso-(1R,6S,7S)-7-(2-chloroethoxy)-7-[(E)-2-phenylethenyl]bicyclo[4.1.0]heptane
• CAS: 405060-42-6
• 化学式: C₁₇H₂₁ClO
• 分子量: 276.806
• InChiKey: XEYLMSOGEAEXMH-BVFBNKLTSA-N

反应信息

• 作为反应物：
  描述：

  meso-(1R,6S,7S)-7-(2-chloroethoxy)-7-[(E)-2-phenylethenyl]bicyclo[4.1.0]heptane 在 lithium dihydronaphthylide radical 作用下， 以 四氢呋喃 为溶剂， 反应 0.5h， 以70%的产率得到(1RS,6SR,7SR)-bicyclo[4.1.0]heptane-7-spiro-2'-(3'SR)-3'-benzyltetrahydrofuran
  参考文献：
  名称：

  2- and 3-Haloalkoxy Fischer Carbene Complexes of Chromium as Synthons for either Hydroxycyclopropanation or Oxaspirocyclopropanation of Alkenes

  摘要：

  The thermal reaction of 2-haloethoxy- and 3-chloropropoxy(alkenyl)carbene complexes of chromium with electronically neutral alkenes furnished diastereoselectively the corresponding 1-haloalkoxy-1-vinylcyclopropanes that, subjected to subsequent halogen-lithium exchange reactions, provided vinyleyclopropanols or compounds containing the spiro[cyclopropane-tetrahydrofuran/tetrahydropyran] structure, depending on the nature of both the halogen atom and the lithiating reagent. The hydroxycyclopropanation reaction can be efficiently achieved in a one-pot fashion.

  DOI：

  10.1002/1521-3765(20011105)7:21<4723::aid-chem4723>3.0.co;2-v
• 作为产物：
  描述：

  [(Z)-2-溴乙烯基]苯 、 2-氯乙醇 、 环己烯 、 alkaline earth salt of/the/ methylsulfuric acid 生成 meso-(1R,6S,7S)-7-(2-chloroethoxy)-7-[(E)-2-phenylethenyl]bicyclo[4.1.0]heptane
  参考文献：
  名称：

  2- and 3-Haloalkoxy Fischer Carbene Complexes of Chromium as Synthons for either Hydroxycyclopropanation or Oxaspirocyclopropanation of Alkenes

  摘要：

  The thermal reaction of 2-haloethoxy- and 3-chloropropoxy(alkenyl)carbene complexes of chromium with electronically neutral alkenes furnished diastereoselectively the corresponding 1-haloalkoxy-1-vinylcyclopropanes that, subjected to subsequent halogen-lithium exchange reactions, provided vinyleyclopropanols or compounds containing the spiro[cyclopropane-tetrahydrofuran/tetrahydropyran] structure, depending on the nature of both the halogen atom and the lithiating reagent. The hydroxycyclopropanation reaction can be efficiently achieved in a one-pot fashion.

  DOI：

  10.1002/1521-3765(20011105)7:21<4723::aid-chem4723>3.0.co;2-v