(Z)-5(S)-<<(tert-Butyldiphenylsilyl)oxy>methyl>-3-<<4(S)-<5(R)-ethyl-6(R)-methyl-2(S)-phenyldioxanyl>>methylene>-4(R)-methyldihydro-2(3H)-furanone | 137871-06-8

• 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: (Z)-5(S)-<<(tert-Butyldiphenylsilyl)oxy>methyl>-3-<<4(S)-<5(R)-ethyl-6(R)-methyl-2(S)-phenyldioxanyl>>methylene>-4(R)-methyldihydro-2(3H)-furanone
• CAS: 137871-06-8
• 化学式: C₃₆H₄₄O₅Si
• 分子量: 584.828
• InChiKey: PPGVKGKAGQEVGU-AOMJUMBMSA-N

反应信息

• 作为反应物：
  描述：

  (Z)-5(S)-<<(tert-Butyldiphenylsilyl)oxy>methyl>-3-<<4(S)-<5(R)-ethyl-6(R)-methyl-2(S)-phenyldioxanyl>>methylene>-4(R)-methyldihydro-2(3H)-furanone 在 palladium diacetate 叔丁基过氧化氢 、 copper(l) iodide 、 二甲基硫 、 二异丁基氢化铝 、 碳酸氢钠 、 臭氧 、 三乙胺 、 红铝 、 仲丁醇 作用下， 以 四氢呋喃 、 乙醚 、 二氯甲烷 、 苯 为溶剂， 反应 15.17h， 生成 8(R)-(Benzoyloxy)-1-<(tert-butyldiphenylsilyl)oxy>-7(R)-ethyl-2(S)-(formylxoy)-6(S)-hydroxy-3(S)-methyl-4-nonanone
  参考文献：
  名称：

  Synthetic studies on the macrodiolide elaiophylin

  摘要：

  An approach to the synthesis of the monomeric fragment of the macrodiolide elaiophylin is reported. The absolute stereochemistry of C5-C-10 is contained in fragment 5 and that of C-13-C-15 is incorporated in aldehyde 6b. A method for the union of these fragments is outlined.

  DOI：

  10.1021/jo00023a017
• 作为产物：
  描述：

  5(S)-<<(tert-Butyldiphenylsilyl)oxy>methyl>-3-<1-<(methanesulfonyl)oxy>-1-<4(S)-<5(R)-ethyl-6(R)-methyl-2(S)-phenyldioxanyl>>methyl>-4(R)-methyldihydro-2(3H)-furanone 在 1,8-二氮杂双环[5.4.0]十一碳-7-烯 作用下， 以 苯 为溶剂， 反应 12.0h， 以98%的产率得到(Z)-5(S)-<<(tert-Butyldiphenylsilyl)oxy>methyl>-3-<<4(S)-<5(R)-ethyl-6(R)-methyl-2(S)-phenyldioxanyl>>methylene>-4(R)-methyldihydro-2(3H)-furanone
  参考文献：
  名称：

  Synthetic studies on the macrodiolide elaiophylin

  摘要：

  An approach to the synthesis of the monomeric fragment of the macrodiolide elaiophylin is reported. The absolute stereochemistry of C5-C-10 is contained in fragment 5 and that of C-13-C-15 is incorporated in aldehyde 6b. A method for the union of these fragments is outlined.

  DOI：

  10.1021/jo00023a017