Remote controlled nucleophilicity, 2: Lithiated C(α)-substituted 4-methylpyridines

DOI: 10.1055/s-1991-28423

Source and publish data:

Synthesis p. 1221 - 1227 (1991)

Update date:2022-09-26

Topics:

Authors:

Anders Anders

Opitz Opitz

Bauer Bauer

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Article abstract of DOI:10.1055/s-1991-28423

C(α)-substituted 4-methylpyridines have been N-lithiated and reacted with chlorotrimethylsilane and other electrophiles. The lithiated C(α)-NMe₂ substituted intermediate shows an interesting dichotomy of behavior towards electrophiles: It represents the borderline between compounds for which an extreme N or C(α) regionucleophilicity is observed.

Full text of DOI:10.1055/s-1991-28423

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