Collect. Czech. Chem. Commun.
1989, 54, 2229-2239
https://doi.org/10.1135/cccc19892229
Studies on stereochemistry of thionuphlutine and neothiobinupharidine methiodides and their products of Hofmann degradation
Jerzy T. Wróbel, Anna Scholl-Aleksandrowicz, Jacek Cybulski and Krystyna Wojtasiewicz
Department of Chemistry, University of Warsaw, 02-093 Warsaw, Poland
Abstract
Degradation of tetrahydrothiophene ring in two isomeric Nuphar alkaloids–thionuphlutine and neothiobinupharidine has been observed during methylation under thermodynamic control. The C-S bond has been cleaved and the double bond formed in the products of methylation. The structure and stereochemistry of methiodides and their products of Hofmann degradation have been determined by 13C NMR spectroscopy.
