Heterocyclische Verbindungen aus Zuckern, XV: Zur Konfiguration chiraler C-2-substituierter 4-Thiazolidincarbons�uren. Chiralit�tstransfer auf C-3 in 3,4-Dihydro-1H-pyrrolo[1,2-c]thiazolen

Autor: G. Argay, L. Szilágyi, Alajos Kálmán, Judit Kajtár, Zoltán Györgydeák
Rok vydání: 1994
Předmět:
Zdroj: Monatshefte f�r Chemie Chemical Monthly. 125:189-208
ISSN: 1434-4475
0026-9247
Popis: 5-Substituted 3,4-dihydro-pyrrolo[1,2-c]thiazole-6,7-dicarboxylic acid esters3 are obtained from 2-substituted-3-acyl-1,3-thiazolidine-4-carboxylic acids,1 in [3+2]-cycloaddition reactions via mesoionic oxazolone (“munchnone”) intermediates. The chirality at C-4 of the starting carboxylic acids1 is eliminated in the products3, and the chirality at C-3 (C-2 in the starting carboxylic acids1) can thus be determined through chiroptical measurements. Several representatives of the ring system3 have been characterised through1H- and CD-spectra and the molecular structure of (3S)-3da has been determined by X-ray crystallography.
Databáze: OpenAIRE