Issue 5, 2002

Efficient synthesis of novel macrocyclic tetraamide compounds: a unique reaction process involving both self-assembling and folding of intermediates

Abstract

A macrocycle having two isobutenyl and four amide moieties was successfully formed via two kinds of acyclic intermediates. These key intermediates possess the ability to self-organize due to intra- or intermolecular hydrogen-bonding interactions. In both intermediates, preorganized structures were favorably subject to nucleophilic attack at the carbonyl group by a terminal amino group, and preorganization made it possible to form the macrocycle under mild conditions.

Article information

Article type
Letter
Submitted
02 Jan 2002
Accepted
28 Feb 2002
First published
15 Apr 2002

New J. Chem., 2002,26, 503-507

Efficient synthesis of novel macrocyclic tetraamide compounds: a unique reaction process involving both self-assembling and folding of intermediates

M. Numata, K. Hiratani, Y. Nagawa, H. Houjou, S. Masubuchi and S. Akabori, New J. Chem., 2002, 26, 503 DOI: 10.1039/B200177M

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