(4R,6R)-2-Furan-2-yl-4,6-dimethyl-[1,3]dioxane

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 二恶烷
• 英文名称: (4R,6R)-2-Furan-2-yl-4,6-dimethyl-[1,3]dioxane
• 英文别名: (4R,6R)-2-(furan-2-yl)-4,6-dimethyl-1,3-dioxane
• 化学式: C₁₀H₁₄O₃
• 分子量: 182.219
• InChiKey: ARWKUHMKSAPOHT-HTQZYQBOSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.7
• 重原子数：
  13
• 可旋转键数：
  1
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.6
• 拓扑面积：
  31.6
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  (4R,6R)-2-Furan-2-yl-4,6-dimethyl-[1,3]dioxane 在 ruthenium trichloride 、 sodium periodate 作用下， 生成 (4R,6R)-4,6-Dimethyl-[1,3]dioxane-2-carboxylic acid methyl ester
  参考文献：
  名称：

  Chiral cations in 4+3 cycloadditions

  摘要：

  The reaction of the chiral acetal 4 with furan and cyclopentadiene in the presence of a Lewis acid gives 4+3 cycloadducts in very good yields. Diastereoselectivity in the case of furan is exceptionally high, while that for the reaction with cyclopentadiene is lower. The sense of diastereoselection in the case of furan is opposite to that which would be predicted on the basis of mechanistic models for the origin of stereoselectivity in many reactions of chiral acetals mediated by Lewis acids. (C) 1999 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4039(99)00080-5