(2R,4R,4aR,7R,8aR)-4,7-dimethyl-2-(naphthalen-1-yl)-octahydro-2H-chromen-4-ol | 1231954-58-7

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 苯并吡喃
• 英文名称: (2R,4R,4aR,7R,8aR)-4,7-dimethyl-2-(naphthalen-1-yl)-octahydro-2H-chromen-4-ol
• 英文别名: (2R,4R,4aR,7R,8aR)-4,7-dimethyl-2-naphthalen-1-yl-2,3,4a,5,6,7,8,8a-octahydrochromen-4-ol
• CAS: 1231954-58-7
• 化学式: C₂₁H₂₆O₂
• 分子量: 310.436
• InChiKey: JCVIYWVXCRCXMJ-QUMCUXDJSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.7
• 重原子数：
  23
• 可旋转键数：
  1
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.52
• 拓扑面积：
  29.5
• 氢给体数：
  1
• 氢受体数：
  2

反应信息

• 作为产物：
  描述：

  1-萘甲醛 、 异胡薄荷醇 在 scandium tris(trifluoromethanesulfonate) 作用下， 以 二氯甲烷 为溶剂， 生成 (2R,4R,4aR,7R,8aR)-4,7-dimethyl-2-(naphthalen-1-yl)-octahydro-2H-chromen-4-ol 、 (2R,4S,4aR,7R,8aR)-4,7-dimethyl-2-(naphthalen-1-yl)-octahydro-2H-chromen-4-ol
  参考文献：
  名称：

  Sc(OTf)3-catalyzed one-pot ene-Prins cyclization: a novel synthesis of octahydro-2H-chromen-4-ols

  摘要：

  (R)-Citronellal undergoes initial ene reaction followed by Prins cyclization with aldehydes in the presence of 5 mol % of scandium triflate at ambient temperature to furnish octahydro-2H-chromen-4-ols in good yields and with high cis-selectivity. The use of scandium triflate makes this procedure simple, more convenient, and practical. (C) 2010 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2010.03.100

文献信息

• Sc(OTf)3-catalyzed one-pot ene-Prins cyclization: a novel synthesis of octahydro-2H-chromen-4-ols
  作者：J.S. Yadav、B.V. Subba Reddy、A.V. Ganesh、G.G.K.S. Narayana Kumar

  DOI：10.1016/j.tetlet.2010.03.100

  日期：2010.6

  (R)-Citronellal undergoes initial ene reaction followed by Prins cyclization with aldehydes in the presence of 5 mol % of scandium triflate at ambient temperature to furnish octahydro-2H-chromen-4-ols in good yields and with high cis-selectivity. The use of scandium triflate makes this procedure simple, more convenient, and practical. (C) 2010 Elsevier Ltd. All rights reserved.