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Stereospecificity in alkylation of anions of ketone dimethylhydrazones: kinetic anti preference, thermodynamic syn preference

✍ Scribed by Michael E. Jung; Teresa J. Shaw


Publisher
Elsevier Science
Year
1977
Tongue
French
Weight
259 KB
Volume
18
Category
Article
ISSN
0040-4039

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✦ Synopsis


The high acidity of protons a to the carbonyl in ketones, aldehydes and their derivatives has made available a variety of stable carbanions which have been of imnense value in organic synthesis. Lately studies in our laboratory and several others have shown that certain carbonyl derivatives exhibit total stereospecificity in deprotonation reactions.' The dianions of oximes, labk tosy1 hydrazones,lC and ally1 mercaptans,lde and the monoanions of oxime ethers, lfg allylic ethers,lhi