(1S,9R)-9,10-dimethyltricyclo[7.2.1.02,7]dodeca-2,4,6,10-tetraen-8-one | 1092845-60-7

• 分子结构分类: 有机化合物 - 苯类化合物 - 四氢化萘
• 英文名称: (1S,9R)-9,10-dimethyltricyclo[7.2.1.02,7]dodeca-2,4,6,10-tetraen-8-one
• CAS: 1092845-60-7
• 化学式: C₁₄H₁₄O
• 分子量: 198.265
• InChiKey: GXGNDAYVBPJSCS-QMTHXVAHSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.7
• 重原子数：
  15
• 可旋转键数：
  0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.36
• 拓扑面积：
  17.1
• 氢给体数：
  0
• 氢受体数：
  1

反应信息

• 作为反应物：
  描述：

  (1S,9R)-9,10-dimethyltricyclo[7.2.1.02,7]dodeca-2,4,6,10-tetraen-8-one 在 sodium tetrahydroborate 作用下， 生成
  参考文献：
  名称：

  Gold-Catalyzed 1,3-Addition of a sp³-Hybridized C−H Bond to Alkenylcarbenoid Intermediate

  摘要：

  We report stereoselective synthesis of bicyclo[3.2.1]oct-6-en-2-ones through Au(l)-catalyzed cycloisomerization of an allenene-acetal functionality. This cyclization is mechanistically significant because it involves an unprecedented 1,3-addition of a Sp(3)-hybridized C-H bond to vinylcarbenoid moiety.

  DOI：

  10.1021/ja807384a
• 作为产物：
  描述：

  在 silver hexafluoroantimonate 、 三苯基膦氯金 、 对甲苯磺酸 作用下， 以 二氯甲烷 、 丙酮 为溶剂， 以92%的产率得到(1S,9R)-9,10-dimethyltricyclo[7.2.1.02,7]dodeca-2,4,6,10-tetraen-8-one
  参考文献：
  名称：

  Gold-Catalyzed 1,3-Addition of a sp³-Hybridized C−H Bond to Alkenylcarbenoid Intermediate

  摘要：

  We report stereoselective synthesis of bicyclo[3.2.1]oct-6-en-2-ones through Au(l)-catalyzed cycloisomerization of an allenene-acetal functionality. This cyclization is mechanistically significant because it involves an unprecedented 1,3-addition of a Sp(3)-hybridized C-H bond to vinylcarbenoid moiety.

  DOI：

  10.1021/ja807384a

文献信息

• Gold-Catalyzed 1,3-Addition of a sp³-Hybridized C−H Bond to Alkenylcarbenoid Intermediate
  作者：Sabyasachi Bhunia、Rai-Shung Liu

  DOI：10.1021/ja807384a

  日期：2008.12.10

  We report stereoselective synthesis of bicyclo[3.2.1]oct-6-en-2-ones through Au(l)-catalyzed cycloisomerization of an allenene-acetal functionality. This cyclization is mechanistically significant because it involves an unprecedented 1,3-addition of a Sp(3)-hybridized C-H bond to vinylcarbenoid moiety.