Diastereoselective synthesis and H-1 and C-13 NMR study of 4-acetyl-2,6-diaroyl-3,5-diaryl-4-ethoxycarbonylthiane-1,1-dioxides

Authors
Renuga, S Selvaraj, S Perumal, S Lycka, A Gnanadeebam, M
Citation
S. Renuga et al., Diastereoselective synthesis and H-1 and C-13 NMR study of 4-acetyl-2,6-diaroyl-3,5-diaryl-4-ethoxycarbonylthiane-1,1-dioxides, MAGN RES CH, 39(10), 2001, pp. 651-653
Citations number
13
Categorie Soggetti
Spectroscopy /Instrumentation/Analytical Sciences
Journal title
MAGNETIC RESONANCE IN CHEMISTRY
ISSN journal
07491581 → ACNP
Volume
39
Issue
10
Year of publication
2001
Pages
651 - 653
Database
ISI
SICI code
0749-1581(200110)39:10<651:DSAHAC>2.0.ZU;2-0
Abstract
Conjugate addition of ethyl acetoacetate to 2,2'-sulfonylbis(1,3-diarylprop -2-en-1-ones) afforded a diastereomeric mixture (in a ratio of similar to 6 5: 35) of 4-acetyl-2,6-diaroyl-3,5-diaryl-4-ethoxycarbonylthiane-1,1-dioxid es differing in configuration at C-4. The stereochemistry of the diastereom eric thianes was established by H-1, C-13 and 2D NMR spectroscopic techniqu es such as H,H-COSY, C,H-COSY and NOESY. Copyright (C) 2001 John Wiley & So ns, Ltd.