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Relative Reactivity of anti- and syn-Oximino Carbonates and Carbamates of 2-Pyridylacetic Acid Esters

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journal contribution
posted on 14.06.2001, 00:00 by Ha Young Kim, Douglas A. Lantrip, Philip L. Fuchs
anti-Oximes of 2-pyridylacetic acid esters are rapidly transformed to pyridine-2-carbonitrile under a variety of conditions while syn-oximes bearing tert-butyl esters can be conveniently deprotected to the corresponding carboxylic acid with subsequent fragmentation to the nitrile.