Methyl-((E)-4-methyl-hex-4-en-2-ynyloxy)-diphenyl-silane | 152860-99-6

• 分子结构分类: 有机化合物 - 有机金属化合物 - 有机类金属化合物
• 英文名称: Methyl-((E)-4-methyl-hex-4-en-2-ynyloxy)-diphenyl-silane
• CAS: 152860-99-6
• 化学式: C₂₀H₂₂OSi
• 分子量: 306.48
• InChiKey: HREHCKZNJLRXDC-JJPRUIFNSA-N

物化性质

• 沸点：
  371.5±34.0 °C(predicted)
• 密度：
  1.02±0.1 g/cm3(Temp: 20 °C; Press: 760 Torr)(predicted)

反应信息

• 作为反应物：
  描述：

  Methyl-((E)-4-methyl-hex-4-en-2-ynyloxy)-diphenyl-silane 在 间氯过氧苯甲酸 作用下， 生成 [3-((2S,3S)-2,3-Dimethyl-oxiranyl)-prop-2-ynyloxy]-methyl-diphenyl-silane
  参考文献：
  名称：

  Stereoselective synthesis of 2,5-dihydrofurans by sequential SN2' cleavage of alkynyloxiranes and silver(I)-catalyzed cyclization of the allenylcarbinol products

  摘要：

  The alkynyloxiranes 5a,b, 7, and 18 afford mainly the anti S(N)2' products 6a,b, 8, and 19a upon treatment with Me2CuLi. The derived primary alcohol silyl ethers 9a,b, 10, and 19b-d undergo Ag+-catalyzed cyclization to the 2,5-dihydrofurans 11a,b, 12, and 20b-d. Diol 26 affords mainly the fused ring 2,5-dihydrofuran 32 under these conditions. The stereochemistry of dihydrofuran 20a was confirmed by conversion to the known epoxide 21a.

  DOI：

  10.1021/jo00077a048
• 作为产物：
  描述：

  ((E)-6-Chloro-4-methyl-hex-4-en-2-ynyloxy)-methyl-diphenyl-silane 在 L-Selectride 作用下， 以81%的产率得到Methyl-((E)-4-methyl-hex-4-en-2-ynyloxy)-diphenyl-silane
  参考文献：
  名称：

  Stereoselective synthesis of 2,5-dihydrofurans by sequential SN2' cleavage of alkynyloxiranes and silver(I)-catalyzed cyclization of the allenylcarbinol products

  摘要：

  The alkynyloxiranes 5a,b, 7, and 18 afford mainly the anti S(N)2' products 6a,b, 8, and 19a upon treatment with Me2CuLi. The derived primary alcohol silyl ethers 9a,b, 10, and 19b-d undergo Ag+-catalyzed cyclization to the 2,5-dihydrofurans 11a,b, 12, and 20b-d. Diol 26 affords mainly the fused ring 2,5-dihydrofuran 32 under these conditions. The stereochemistry of dihydrofuran 20a was confirmed by conversion to the known epoxide 21a.

  DOI：

  10.1021/jo00077a048