(1R,5R)-2,2-Dimethyl-8-oxa-bicyclo[3.2.1]oct-6-en-3-one | 191083-94-0

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 氧烷类
• 英文名称: (1R,5R)-2,2-Dimethyl-8-oxa-bicyclo[3.2.1]oct-6-en-3-one
• 英文别名: (1R,5R)-2,2-dimethyl-8-oxabicyclo[3.2.1]oct-6-en-3-one
• CAS: 191083-94-0
• 化学式: C₉H₁₂O₂
• 分子量: 152.193
• InChiKey: NNCOZCMEMGNKAJ-POYBYMJQSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.8
• 重原子数：
  11
• 可旋转键数：
  0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.67
• 拓扑面积：
  26.3
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  (1R,5R)-2,2-Dimethyl-8-oxa-bicyclo[3.2.1]oct-6-en-3-one 在 palladium on activated charcoal sodium tetrahydroborate 、 氢气 、 三乙胺 作用下， 生成 (1S,4R)-4,7,7-Trimethyl-3-oxo-2-oxa-bicyclo[2.2.1]heptane-1-carboxylic acid (1R,3S,5S)-2,2-dimethyl-8-oxa-bicyclo[3.2.1]oct-3-yl ester
  参考文献：
  名称：

  Asymmetric [4+3] cycloadditions from chiral α-chloro imines

  摘要：

  The first asymmetric [4+3] cycloadditions of 2-aminoallyl cations derived from chiral a-chloro imines to furan and pyrrole systems are reported. The absolute configuration of the major enantiomer of the bicyclic ketone 4a derived from the cycloadducts has been elucidated, and possible rationales for the observed stereoselectivity are discussed. (C) 1997 Elsevier Science Ltd.

  DOI：

  10.1016/s0040-4039(97)00649-7
• 作为产物：
  描述：

  3-氯-3-甲基丁酮 在 盐酸 、 silver tetrafluoroborate 、 四氯化钛 、 三乙胺 作用下， 以 乙醚 为溶剂， 反应 16.0h， 生成 (1R,5R)-2,2-Dimethyl-8-oxa-bicyclo[3.2.1]oct-6-en-3-one
  参考文献：
  名称：

  Asymmetric [4+3] cycloadditions from chiral α-chloro imines

  摘要：

  The first asymmetric [4+3] cycloadditions of 2-aminoallyl cations derived from chiral a-chloro imines to furan and pyrrole systems are reported. The absolute configuration of the major enantiomer of the bicyclic ketone 4a derived from the cycloadducts has been elucidated, and possible rationales for the observed stereoselectivity are discussed. (C) 1997 Elsevier Science Ltd.

  DOI：

  10.1016/s0040-4039(97)00649-7

文献信息

• Asymmetric [4+3] cycloadditions from chiral α-chloro imines
  作者：Andrew S. Kende、He Huang

  DOI：10.1016/s0040-4039(97)00649-7

  日期：1997.5

  The first asymmetric [4+3] cycloadditions of 2-aminoallyl cations derived from chiral a-chloro imines to furan and pyrrole systems are reported. The absolute configuration of the major enantiomer of the bicyclic ketone 4a derived from the cycloadducts has been elucidated, and possible rationales for the observed stereoselectivity are discussed. (C) 1997 Elsevier Science Ltd.