2-(1-(furan-2-yl)allyl)-2-hydroxy-2,3-dihydro-1H-inden-1-one

• 分子结构分类: 有机化合物 - 苯类化合物 - 茚满类
• 英文名称: 2-(1-(furan-2-yl)allyl)-2-hydroxy-2,3-dihydro-1H-inden-1-one
• 化学式: C₁₆H₁₄O₃
• 分子量: 254.285
• InChiKey: GHZXZPQZIHYESS-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.72
• 重原子数：
  19.0
• 可旋转键数：
  3.0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.19
• 拓扑面积：
  50.44
• 氢给体数：
  1.0
• 氢受体数：
  3.0

反应信息

• 作为产物：
  描述：

  3-(2-furyl)allyl methyl carbonate 、 2-羟基-2,3-二氢-1H-茚-1-酮 在 正丙胺 、 bis(1,5-cyclooctadiene)diiridium(I) dichloride 、 diethylzinc 、 (3,5-Dioxa-4-phospha-cyclohepta[2,1-a;3,4-a']dinaphthalen-4-yl)-bis-((R)-1-phenyl-ethyl)-amine 、 (S,S)-(+)-2,6-双[2-(羟基二苯甲基)-1-吡咯烷基-甲基]-4-甲基苯酚 作用下， 以 四氢呋喃 、 正己烷 、 甲苯 为溶剂， 反应 18.0h， 以87%的产率得到
  参考文献：
  名称：

  Ir/Zn Dual Catalysis: Enantioselective and Diastereodivergent α-Allylation of Unprotected α-Hydroxy Indanones

  摘要：

  A one-step enantioselective and diastereqclivergent alpha-allylation unprotected alpha-hydroxy indanones has been developed using an Ir/Zn dual catalyst system; no additIonal base is required. The cyclic tertiary alpha-hydroxyketones containing vicinal stereocenters can be synthesized with excellent enantioselectivity (up to. >99% ee) and good diastereoselectiyity (up to 12:1,dr). By a simple choice of the appropriate chiral metal catalyst combination, all four product stereoisomers could be obtained from the same starling materials and under identical conditions.

  DOI：

  10.1021/acs.orglett.7b02577

文献信息

• Ir/Zn Dual Catalysis: Enantioselective and Diastereodivergent α-Allylation of Unprotected α-Hydroxy Indanones
  作者：Rui He、Penglin Liu、Xiaohong Huo、Wanbin Zhang

  DOI：10.1021/acs.orglett.7b02577

  日期：2017.10.20

  A one-step enantioselective and diastereqclivergent alpha-allylation unprotected alpha-hydroxy indanones has been developed using an Ir/Zn dual catalyst system; no additIonal base is required. The cyclic tertiary alpha-hydroxyketones containing vicinal stereocenters can be synthesized with excellent enantioselectivity (up to. >99% ee) and good diastereoselectiyity (up to 12:1,dr). By a simple choice of the appropriate chiral metal catalyst combination, all four product stereoisomers could be obtained from the same starling materials and under identical conditions.