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Synthesis 1997; 1997(4): 439-442
DOI: 10.1055/s-1997-1211
DOI: 10.1055/s-1997-1211
paper
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An Efficient, Scaleable Procedure for the Conversion of Esters to Isoxazoles
Further Information
Publication History
Publication Date:
31 December 2000 (online)
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A concise, regiocontrolled route to isoxazoles, based on the condensation of an ester with a metallated imine, has been developed. The intermediate vinylogous amides react smoothly with hydroxylamine to provide, after dehydration, substituted isoxazoles. The method has been used for the multi-kilo scale preparation of ABT-418, a novel cholinergic channel activator.
Regiocontrolled isoxazole synthesis via condensation of ester with metallated imine