Title of article
New reactivity of hydroxyallylpyridyl derivatives as C-3 carbon nucleophiles
Author/Authors
Giomi، نويسنده , , Donatella and Piacenti، نويسنده , , Michela and Brandi، نويسنده , , Alberto، نويسنده ,
Issue Information
هفته نامه با شماره پیاپی سال 2004
Pages
3
From page
2113
To page
2115
Abstract
Hydroxyallylpyridyl derivatives exhibited a peculiar thermal behavior likely ascribed to the weak acidity of the ‘picoline-type’ hydrogen atom on the C-1 carbon of the allyl residue, leading to allyl inversion products. The unprotected alcohol reacted as ‘vinylogous picoline’ carbon nucleophile with strongly activated heterocyclic counterparts. A mechanistic rationale for this unprecedented reactivity was proposed.
Keywords
Hydroxyallylpyridyl derivatives , Picoline derivatives , nucleophilic substitution , Heterocyclic electrophiles , Thermal reactions
Journal title
Tetrahedron Letters
Serial Year
2004
Journal title
Tetrahedron Letters
Record number
1657443
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