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Are any non-stereospecific 1,3-dipolar cycloadditions known? A revision
Authors:Rolf Huisgen  Rudolf Weinberger
Institution:Institut für Organische Chemie der Universitat München Karlstr. 23, D-8000 München 2, BRD Germany
Abstract:The cycloaddition of 1-benzylidenepyrazolid-3-one betaine to (E)-β-nitrostyrene, which has been claimed to furnish 15–30% non-stereospecific product, revealed stereospecificity up to 99.92% in a renewed study; (Z)-β-nitrostyrene stereoisomerizes under the influence of the 1,3-dipole.
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