STRUCTURAL REVISION AND SYNTHESIS OF SINHARINE AND METHYLSINHARINE

Authors
JOHNSON WM LITTLER SW STRAUSS CR
Citation
Wm. Johnson et al., STRUCTURAL REVISION AND SYNTHESIS OF SINHARINE AND METHYLSINHARINE, Australian Journal of Chemistry, 47(4), 1994, pp. 751-756
Citations number
7
Categorie Soggetti
Chemistry
Journal title
Australian Journal of Chemistry → ACNP
ISSN journal
00049425
Volume
47
Issue
4
Year of publication
1994
Pages
751 - 756
Database
ISI
SICI code
0004-9425(1994)47:4<751:SRASOS>2.0.ZU;2-C
Abstract
An unambiguous synthesis of the published structure for the natural pr oduct sinharine (1) showed that the assignment was incorrect. (E)-3-(M ethylthio)-N-(2-phenylethyl)propenamide (4) was proposed as an alterna tive structure and this was confirmed by synthesis. Similarly the lite rature proposal for the structure of methylsinharine was reviewed and the natural product tentatively reassigned as ethyl-3-(methylthio)-N-( 2-phenylethyl)propenamide.