Remote Controlled Nucleophilicity, 21: Lithiated Cα-Substituted 4-Methylpyridines
- 1 January 1991
- journal article
- research article
- Published by Georg Thieme Verlag KG in Synthesis
- Vol. 1991 (12) , 1221-1227
- https://doi.org/10.1055/s-1991-28423
Abstract
Cα-substituted 4-methylpyridines have been N-lithiated and reacted with chlorotrimethylsilane and other electrophiles. The lithiated Cα-NMe2 substituted intermediate shows an interesting dichotomy of behavior towards electrophiles: It represents the borderline between compounds for which an extreme N or Cα regio-nucleophilicity is observed.Keywords
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