(3aS,4R,5R,7aR)-7-allyl-4,5-dihydroxy-2,2-dimethyl-3a,4,5,7a-tetrahydro[1,3]dioxolane | 1093281-18-5

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: (3aS,4R,5R,7aR)-7-allyl-4,5-dihydroxy-2,2-dimethyl-3a,4,5,7a-tetrahydro[1,3]dioxolane
• 英文别名: (3aS,4R,5R,7aR)-2,2-dimethyl-7-prop-2-enyl-3a,4,5,7a-tetrahydro-1,3-benzodioxole-4,5-diol
• CAS: 1093281-18-5
• 化学式: C₁₂H₁₈O₄
• 分子量: 226.273
• InChiKey: KCNPXOJPLWNFOG-DBIOUOCHSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.1
• 重原子数：
  16
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.67
• 拓扑面积：
  58.9
• 氢给体数：
  2
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  烯丙基三丁基锡 、 (3aS,4R,5R,7aS)-7-iodo-2,2-dimethyl-3a,4,5,7a-tetrahydro-1,3-benzodioxole-4,5-diol 在 四(三苯基膦)钯 作用下， 以 四氢呋喃 为溶剂， 反应 3.0h， 以90%的产率得到(3aS,4R,5R,7aR)-7-allyl-4,5-dihydroxy-2,2-dimethyl-3a,4,5,7a-tetrahydro[1,3]dioxolane
  参考文献：
  名称：

  Stille reaction over cis-halocyclohexadienediol derivatives

  摘要：

  Stille reaction was performed with several halo cis-diol derivatives by reaction with allyltributyltin in the presence of a palladium Catalyst forming allyl cis-clihydrodiol derivatives. These couplings were conducted with conventional heating as well as with microwave irradiation. Allylbenzene cis-dihydrodiol was obtained with excellent yield using mild conventional hearing. However, if the diol moiety is protected with the isopropylidene group, the expected product is obtained Only Under microwave irradiation. The unusual reactivity observed for the polyoxygenated derivatives suggests assistance of the free hydroxyls in the catalytic cycle. (C) 2008 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2008.09.049