3-Oxo-cyclohex-1-enecarboxylic acid (Z)-6-trimethylsilanyl-hex-4-enyl ester | 245496-84-8

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 3-Oxo-cyclohex-1-enecarboxylic acid (Z)-6-trimethylsilanyl-hex-4-enyl ester
• CAS: 245496-84-8
• 化学式: C₁₆H₂₆O₃Si
• 分子量: 294.466
• InChiKey: XZUIKJNRYUCNRR-UHFFFAOYSA-N

反应信息

• 作为反应物：
  描述：

  3-Oxo-cyclohex-1-enecarboxylic acid (Z)-6-trimethylsilanyl-hex-4-enyl ester 在 三氟化硼乙醚 作用下， 以 二氯甲烷 为溶剂， 生成 (1R,6R,7S,8R)-7-Trimethylsilanylmethyl-12-oxa-tricyclo[6.5.0.0^1,6]tridecane-5,13-dione
  参考文献：
  名称：

  Synthesis of vinyl spirolactones and lactams by sequential cross-coupling metathesis, [2+2] photocycloaddition and cyclobutane ring-opening

  摘要：

  Unsaturated oxoesters and amides have been submitted to cross-coupling metathesis with trimethylallylsilane using Grubbs' catalyst. The resulting allylsilanes underwent, under irradiation, intramolecular [2+2] photocycloaddition leading to trimethylsilylmethylcyclobutanes. By treatment with an appropriate Lewis acid, vinyl spiranic lactones and lactams were isolated in good yields. (C) 1999 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4039(99)01173-9
• 作为产物：
  描述：

  3-Oxo-cyclohex-1-enecarboxylic acid pent-4-enyl ester 、 烯丙基三甲基硅烷 在 Grubbs catalyst first generation 作用下， 以 二氯甲烷 为溶剂， 以61%的产率得到3-Oxo-cyclohex-1-enecarboxylic acid (Z)-6-trimethylsilanyl-hex-4-enyl ester
  参考文献：
  名称：

  Synthesis of vinyl spirolactones and lactams by sequential cross-coupling metathesis, [2+2] photocycloaddition and cyclobutane ring-opening

  摘要：

  Unsaturated oxoesters and amides have been submitted to cross-coupling metathesis with trimethylallylsilane using Grubbs' catalyst. The resulting allylsilanes underwent, under irradiation, intramolecular [2+2] photocycloaddition leading to trimethylsilylmethylcyclobutanes. By treatment with an appropriate Lewis acid, vinyl spiranic lactones and lactams were isolated in good yields. (C) 1999 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4039(99)01173-9