Relative reactivity of anti- and syn-oximino carbonates and carbamates of 5-pyridylacetic acid esters

Authors
Kim, HY Lantrip, DA Fuchs, PL
Citation
Hy. Kim et al., Relative reactivity of anti- and syn-oximino carbonates and carbamates of 5-pyridylacetic acid esters, ORG LETT, 3(14), 2001, pp. 2137-2140
Citations number
13
Categorie Soggetti
Organic Chemistry/Polymer Science
Journal title
ORGANIC LETTERS
ISSN journal
15237060 → ACNP
Volume
3
Issue
14
Year of publication
2001
Pages
2137 - 2140
Database
ISI
SICI code
1523-7060(20010712)3:14<2137:RROAAS>2.0.ZU;2-H
Abstract
[GRAPHICS] anti-Oximes of 2-pyridylacetic acid esters are rapidly transformed to pyrid ine-2-carbonitrile under a variety of conditions while syn-oximes bearing t ert-butyl esters can be conveniently deprotected to the corresponding carbo xylic acid with subsequent fragmentation to the nitrile.