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

页码：2126 / 2129

页数：4

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