| 1221276-86-3

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• CAS: 1221276-86-3
• 化学式: C₂₀H₂₂O₅
• 分子量: 342.392
• InChiKey: LGAPXFIQOLMCCI-MCBHFWOFSA-N

反应信息

• 作为产物：
  描述：

  (2S,3R)-2,4-bis(benzyloxy)-3-hydroxybutanal 、 乙氧甲酰基亚甲基三苯基膦 在 氢氧化钾 作用下， 以 水 、 乙醇 为溶剂， 反应 3.0h， 生成 、
  参考文献：
  名称：

  Selective Wittig olefination in aqueous media for the rapid preparation of unsaturated 7,3-lactone-α-d-xylofuranose derivatives

  摘要：

  A highly efficient and rapid protocol for the preparation of the title compounds 1a and 1b from D-glucose derivatives 2a and 2b, respectively, is reported. To this end, highly selective Wittig olefination in aqueous media was developed for the elaboration of alpha,beta-unsaturated acids 5a and 5b, which when treated with DCC, lactonization was accomplished and the title compounds 1a and 1b were obtained in only three sequential steps with overall yields of 85% and 88%, respectively. Additionally, the Z-selectivity was studied by analyzing conformational models of its corresponding oxophosphorinane intermediaries. (c) 2010 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2010.02.094