期刊
TETRAHEDRON LETTERS
卷 44, 期 11, 页码 2367-2370出版社
PERGAMON-ELSEVIER SCIENCE LTD
DOI: 10.1016/S0040-4039(03)00238-7
关键词
protease inhibitors; multicomponent Passerini reaction; solid-supported isocyanides; photoacoustic IR spectroscopy; IBX
A Passerini multicomponent reaction of N-protected-alpha-aminoaldehydes, carboxylic acids and solid-supported isocyanides has been successfully performed on Lantern(TM). The initially formed N-protected-beta-amino-alpha-acyloxyamides gave, by piperidine-promoted deprotection and concomitant acyl migration, beta-acylamino-alpha-hydroxyamides which, by OH-oxidation and cleavage off the solid support, provided beta-acylamino-alpha-oxoamides. Formation and disappearance of the isocyano group has been followed using photoacoustic IR spectroscopy, a fast, reliable and non-disruptive technique that has been successfully applied for the first time to macroscopic solid supports. (C) 2003 Elsevier Science Ltd. All rights reserved.
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