High regioselectivity in the heterocyclization of beta-oxonitriles to 4-oxothiazolidines: X-ray structure proof
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Base-catalyzed reactions of beta-oxonitriles 1 with diethyl mercaptosuccinate favour heterocyclization to afford 2-alkylidene-4-oxothiazolidines 3, rather than 2-alkylidene-4-oxo-1,3-thiazinanes 4. The observed regioselectivity is based on spectroscopic and experimental evidence, including a single-crystal X-ray structure determination. (C) 2003 Elsevier Ltd. All rights reserved.
Keywords:regiospecificity / cyclisation / thiazolidines
Source:Tetrahedron, 2003, 59, 39, 7803-7810
- Pergamon-Elsevier Science Ltd, Oxford