Hydrogen-Bonding Catalysis of Tetraalkylammonium Salts in an Aza-Diels-Alder Reaction

被引：25
|
作者：
Kumatabara, Yusuke [1 ]
Kaneko, Shiho [1 ]
Nakata, Satoshi [1 ]
Shirakawa, Seiji [1 ]
Maruoka, Keiji [2 ]
机构：
[1] Nagasaki Univ, Grad Sch Fisheries & Environm Sci, Dept Environm Sci, 1-14 Bunkyo Machi, Nagasaki 8528521, Japan
[2] Kyoto Univ, Grad Sch Sci, Dept Chem, Sakyo Ku, Kyoto 6068502, Japan
来源：
CHEMISTRY-AN ASIAN JOURNAL | 2016年 / 11卷 / 15期
关键词：
aza-Diels-Alder reaction; hydrogen bonds; hydrogen-bonding catalysis; organocatalysis; tetraalkylammonium salts; PHASE-TRANSFER CATALYSTS; CARBONYL-COMPOUNDS; ANIONIC-POLYMERIZATION; ASYMMETRIC CATALYSIS; DANISHEFSKYS DIENE; PHOSPHONIUM SALTS; ORGANOCATALYSIS; ACTIVATION; ENOLATE; IMINES;
D O I：
10.1002/asia.201600781
中图分类号：
O6 [化学];
学科分类号：
0703 ;
摘要：
A piperidine-derived tetraalkylammonium salt with a non-coordinating counteranion worked as an effective hydrogen-bonding catalyst in an aza-Diels-Alder reaction of imines and a Danishefsky diene. The hydrogen-bonding interaction between the ammonium salt and an imine was observed as part of a (HNMR)-H-1 titration study.
引用
收藏
页码：2126 / 2129
页数：4
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