tert-butyl ((1R,2S)-2-((4-(trifluoromethyl)phenyl)ethynyl)-1,2-dihydronaphthalen-1-yl)carbamate | 1575707-20-8

• 分子结构分类: 有机化合物 - 苯类化合物 - 萘
• 英文名称: tert-butyl ((1R,2S)-2-((4-(trifluoromethyl)phenyl)ethynyl)-1,2-dihydronaphthalen-1-yl)carbamate
• 英文别名: tert-butyl N-[(1R,2S)-2-[2-[4-(trifluoromethyl)phenyl]ethynyl]-1,2-dihydronaphthalen-1-yl]carbamate
• CAS: 1575707-20-8
• 化学式: C₂₄H₂₂F₃NO₂
• 分子量: 413.439
• InChiKey: KAKWMPLXHCWZJN-WIYYLYMNSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  6
• 重原子数：
  30
• 可旋转键数：
  4
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.29
• 拓扑面积：
  38.3
• 氢给体数：
  1
• 氢受体数：
  5

反应信息

• 作为产物：
  描述：

  1,4-二氢-1,4-表亚氨基萘-9-羧酸叔丁酯 、 4-乙炔基-α,α,α-三氟甲苯 在 (S)-联萘(3,5-二甲苯基)膦 、 (CuOTf)*toluene 、 palladium diacetate 作用下， 以 乙二醇二甲醚 为溶剂， 反应 4.5h， 以86%的产率得到tert-butyl ((1R,2S)-2-((4-(trifluoromethyl)phenyl)ethynyl)-1,2-dihydronaphthalen-1-yl)carbamate
  参考文献：
  名称：

  钯/铜配合物共同催化氮杂苯并降冰片二烯与末端炔烃的高对映选择性开环反应

  摘要：

  AbstractA chiral palladium/copper (Pd/Cu) co‐catalytic system which could enable asymmetric ring opening reaction of azabenzonorbornadienes with terminal alkynes is reported. This system comprises palladium(II) acetate [Pd(OAc)2]/(R)‐xyl‐Binap and copper(I) triflate (CuOTf). A good substrate scope was found, with excellent enantioselective outcomes (up to >99.9 % ee). A reaction mechanism involving two metal complexes is also proposed.magnified image

  DOI：

  10.1002/adsc.201300748

文献信息

• Palladium/Copper Complexes Co-Catalyzed Highly Enantioselective Ring Opening Reaction of Azabenzonorbornadienes with Terminal Alkynes
  作者：Baomin Fan、Sifeng Li、Hualei Chen、Zhiwu Lu、Shanshan Liu、Qingjing Yang、Lu Yu、Jianbin Xu、Yongyun Zhou、Jun Wang

  DOI：10.1002/adsc.201300748

  日期：2013.10.11

  AbstractA chiral palladium/copper (Pd/Cu) co‐catalytic system which could enable asymmetric ring opening reaction of azabenzonorbornadienes with terminal alkynes is reported. This system comprises palladium(II) acetate [Pd(OAc)2]/(R)‐xyl‐Binap and copper(I) triflate (CuOTf). A good substrate scope was found, with excellent enantioselective outcomes (up to >99.9 % ee). A reaction mechanism involving two metal complexes is also proposed.magnified image