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Please use this identifier to cite or link to this item: http://dspace.library.iitb.ac.in/jspui/handle/10054/11710

Title: Diastereoselective syntheses of 3-aryl-5-(arylalkyl)-6-methyl-1-(1-phenylethyl)thioxotetrahydropyrimidin-4(1H)-ones: A stereochemical perspective from endo and exocyclic chiral centres
Authors: KUMAR, V
RAGHAVAIAH, P
MOBIN, SM
NAIR, VA
Keywords: absolute-configuration
1,3-asymmetric induction
lithium perchlorate
amino
organocatalysis
spectroscopy
methodology
assignment
alcohols
reagent
Issue Date: 2010
Publisher: ROYAL SOC CHEMISTRY
Citation: ORGANIC & BIOMOLECULAR CHEMISTRY, 8(21), 4960-4970
Abstract: Diastereoselective syntheses of 3-aryl-(S/R)-6-methyl-1-[(S/R)-1-phenylethyl)]-2-thioxotetrahydro pyrimidin-4(1H)-ones were achieved in good yields by the condensation of aryl isothiocyanates with ethyl 3-(1-phenylethylamino) butanoate in a one-pot reaction. Benzylation of these substrates illustrated that the orientations of the exocylic and endocylic groups determine the stereochemical outcome of the product formed.
URI: http://dx.doi.org/10.1039/c0ob00230e
http://dspace.library.iitb.ac.in/xmlui/handle/10054/11710
http://hdl.handle.net/10054/11710
ISSN: 1477-0520
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